trans-4-(Boc-amino)cyclohexanecarboxylic acid

Base Information

• Chemical Name: trans-4-(Boc-amino)cyclohexanecarboxylic acid
• CAS No.: 130309-46-5
• Molecular Formula: C12H21NO4
• Molecular Weight: 243.303
• Hs Code.: 2922498590
• European Community (EC) Number: 688-955-5,688-975-4,854-293-2
• DSSTox Substance ID: DTXSID50967876,DTXSID401194773
• Nikkaji Number: J2.834.143A,J3.151.605F,J3.151.606D
• Mol file: 130309-46-5.mol

Synonyms:53292-89-0;53292-90-3;130309-46-5;trans-4-(Boc-amino)cyclohexanecarboxylic acid;cis-4-(Boc-amino)cyclohexanecarboxylic acid;4-(Boc-amino)cyclohexanecarboxylic Acid;Boc-1,4-Trans-ACHC-OH;cis-4-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid;cis-4-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid;4-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid;trans-4-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid;Boc-trans-4-Aminocyclohexanecarboxylic acid;4-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid;4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid;BOC-TRANS-4-AMINOCYCLOHEXANE-1-CARBOXYLIC ACID;4-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexane-1-carboxylic Acid;MFCD01862293;MFCD03453262;trans-4-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid;BOC-1,4-CIS-ACHC-OH;Cyclohexanecarboxylic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-;MFCD01862294;cis-4-Boc-amino-cyclohexanecarboxylic acid;(1r,4r)-4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid;(1r,4r)-4-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid;4-(BOC-AMINO)CYCLOHEXANECARBOXYLICACID;4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid;trans-4-tert-Butoxycarbonylamino-cyclohexanecarboxylic acid;4-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid;(1R,4R)-4-(TERT-BUTOXYCARBONYLAMINO)CYCLOHEXANECARBOXYLIC ACID;(1s,4s)-4-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid;cis-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid;trans-4-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid;Boc-trans-4-aminocyclohexane carboxylic acid;Cis-4-(Boc-amino)cyclohexanecarboxylicacid;Boc-Cis-1,4-ACHC-OH;Boc-Trans-1,4-ACHC-OH;SCHEMBL262171;SCHEMBL262172;SCHEMBL384010;SCHEMBL17150541;SCHEMBL23842423;DTXSID50967876;trans-4-(tert-butoxycarbonylamino)cyclohexanecarboxylicacid;KXMRDHPZQHAXML-DTORHVGOSA-N;KXMRDHPZQHAXML-KYZUINATSA-N;KXMRDHPZQHAXML-UHFFFAOYSA-N;DTXSID401194773;BCP17264;BCP18080;AB1177;AM9684;SC5020;trans-4-[(N-tert-butoxycarbonyl)amino]-1-cyclohexanecarboxylic acid;AKOS010027052;AKOS015920360;AKOS016000179;CS-W004224;CS-W021980;PB12968;PB23263;SB32685;SS-4248;4-(BOC)aminocyclohexane carboxylic acid;4-N-Boc-aminocyclohexane carboxylic acid;AS-54678;DS-10737;SY002610;SY020415;SY113551;trans-4-Boc aminocyclohexanecarboxylic acid;trans-4-BOC-aminocyclohexanecarboxylic acid;A7753;AM20070495;B3248;B3249;B3250;FT-0648190;FT-0660536;FT-0679720;EN300-49676;Trans 4-Boc-aMino cyclohexane carboxylia acid;EN300-312223;EN300-312224;A806061;A857881;4-(t-butoxycarbonylamino)cyclohexane carboxylic acid;4-tert-butoxycarbonylamino cyclohexanecarboxylic acid;4tert-butoxycarbonylamino cyclohexanecarboxylic acid;A1-00048;BOC-CIS-4-AMINOCYCLOHEXANE-1-CARBOXYLIC ACID;Q-103230;4-(tert-butoxycarbonylamino)cyclo-hexanecarboxylic acid;4-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylicacid;4-[(tert-butoxycarbonyl)-amino]cyclohexanecarboxylic acid;4-[(tert-butoxycarbonyl)amino]cyclohexane-carboxylic acid;cis-4-(Boc-amino)cyclohexanecarboxylic acid, AldrichCPR;cis-4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid;Z565902164;(1r,4r)-4-(tert-butoxycarbonyl)cyclohexanecarboxylic acid;4-tert-butoxycarbonylamino-trans-cyclohexane carboxylic acid;cis-4-(tert-butoxycarbonylamino)-cyclohexanecarboxlic acid;cis-4-(tert-Butoxycarbonylamino)-cyclohexanecarboxylic acid;cis-4-tert-Butoxycarbonylamino-1-cyclohexanecarboxylic acid;cis-4-tert-butoxycarbonylamino-cyclo-hexanecarboxylic acid;cis-4-tert-butoxycarbonylamino-cyclohexane carboxylic acid;cis-4[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid;trans 4-tert-butoxycarbonylamino-cyclohexanecarboxylic acid;Trans-4-(tert-Butoxycabonylamino)cyclohexanecarboxylic acid;Trans4-(tert-Butoxycarbonylamino)cyclohexanecarboxylic acid;4-[N-(tert-butoxycarbonyl)amino]-cyclohexane carboxylic acid;cis-4-(Boc-amino)cyclohexanecarboxylic acid, >=98.0% (TLC);cis-4-[(tert-Butoxy)carbonylamino]cyclohexane carboxylic acid;cis-4-[(tert-butoxycarbonyl)-amino]cyclohexanecarboxylic acid;trans-4-(Boc-amino)cyclohexanecarboxylic acid, >=98.0% (TLC);trans-4-(tert-butoxycarbonylamino) cyclohexanecarboxylic acid;trans-4-(tert-butoxycarbonylamino)cyclohexane carboxylic acid;(trans)-4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid;4beta-(tert-Butoxycarbonylamino)cyclohexane-1alpha-carboxylic acid;Cyclohexanecarboxylicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-;N-(tert-Butoxycarbonyl)-cis-4-amino-1-cyclohexanecarboxylic acid;trans 4-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid;TRANS-1-(T-BUTYLOXYCARBONYLAMINO)CYCLOHEXYL-4-CARBOXYLIC ACID;4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)cyclohexanecarboxylic acid;4-{[tert-Butoxy(hydroxy)methylidene]amino}cyclohexane-1-carboxylic acid;CIS-1-(T-BUTYLOXYCARBONYL-AMINO)-CYCLOHEXYL-4-CARBOXYLIC ACID;cis-4-({[(1,1-dimethylethyl) oxy]carbonyl}amino)cyclohexanecarboxylic acid;cis-4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)cyclohexane carboxylic acid;cis-4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)cyclohexane-carboxylic acid;cis-4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)cyclohexanecarboxylic acid;cis-4-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid (relative stereochemistry);CIS-4-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-CYCLOHEXANECARBOXYLIC ACID;4-(tert-butoxycarbonylamino)cyclohexanecarboxylic acid

Chemical Property of trans-4-(Boc-amino)cyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 2.12E-07mmHg at 25°C
• Refractive Index: 1.493
• Boiling Point: 396.7 °C at 760 mmHg
• PKA: 4.76±0.10(Predicted)
• Flash Point: 193.7 °C
• PSA: 75.63000
• Density: 1.12 g/cm³
• LogP: 2.54540
• Storage Temp.: 2-8°C
• Solubility.: Soluble in methanol and tetrahydrofuran(THF).
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

4-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid (cis- and trans- mixture) >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCC(CC1)C(=O)O
• Uses: 4-(Boc-amino)cyclohexanecarboxylic acid is used as pharmaceutical intermediate.

Technology Process of trans-4-(Boc-amino)cyclohexanecarboxylic acid

There total 24 articles about trans-4-(Boc-amino)cyclohexanecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

methyl (1r,4r)‐4‐{[(tert‐butoxy)carbonyl](methyl)amino}cyclohexane‐1‐carboxylate (400899-07-2) → trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid (53292-90-3,130309-46-5,53292-89-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃;

Reference yield: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + trans-4-aminocyclohexanecarboxylic acid (1776-53-0,3685-23-2,3685-25-4,57043-03-5,66762-20-7) → trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid (53292-90-3,130309-46-5,53292-89-0)

Guidance literature:

With triethylamine;

Reference yield: 94.2%

di-tert-butyl dicarbonate (24424-99-5) + triphenylmethyl trans-4-[(triphenylmethyl)amino]cyclohexane-1-carboxylate → trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid (53292-90-3,130309-46-5,53292-89-0)

Guidance literature:

triphenylmethyl trans-4-[(triphenylmethyl)amino]cyclohexane-1-carboxylate; With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h; Reflux; Large scale;

di-tert-butyl dicarbonate; With pyridine; In water; at 35 - 45 ℃; for 6h; Reagent/catalyst; Solvent; Large scale;

upstream raw materials:

di-tert-butyl dicarbonate

trans-4-aminocyclohexanecarboxylic acid

4-amino-benzoic acid

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

Downstream raw materials:

methyl 4-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylate

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

tert-butyl 4-[{[4-(aminocarbonyl)-phenyl]amino}carbonyl]cyclohexylcarbamate

Refernces

• 1、 Jecs, Edgars,Miller, Eric J.,Wilson, Robert J.,Nguyen, Huy H.,Tahirovic, Yesim A.,Katzman, Brook M.,Truax, Valarie M.,Kim, Michelle B.,Kuo, Katie M.,Wang, Tao,Sum, Chi S.,Cvijic, Mary E.,Schroeder, Gretchen M.,Wilson, Lawrence J.,Liotta, Dennis C.. "Synthesis of Novel Tetrahydroisoquinoline CXCR4 Antagonists with Rigidified Side-Chains". . p. 89 - 93. Retrieved 2018.
• 2、 -. "Preparation method of trans 4 - (tert-butyloxycarbonylamino) cyclohexanecarboxylic acid and intermediate thereof". Paragraph 0043; 0046-0047; 0050. . Retrieved 2021/09/21.
• 3、 -. "Compound serving as protein kinase inhibitor and application of compound". . . Retrieved 2021/04/07.