(1R,3S)-3-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid

Base Information

• Chemical Name: (1R,3S)-3-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid
• CAS No.: 222530-33-8
• Molecular Formula: C12H21NO4
• Molecular Weight: 243.30
• Hs Code.: 29242990
• European Community (EC) Number: 852-521-5
• Nikkaji Number: J2.851.585E
• Mol file: 222530-33-8.mol

Synonyms:222530-39-4;222530-33-8;(1R,3S)-3-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid;(1R,3S)-3-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid;cis-3-(Boc-amino)cyclohexanecarboxylic acid;cis-3-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid;CIS-(+/-)-3-(BOC-AMINO)CYCLOHEXANECARBOXYLIC ACID;(1R,3S)-3-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid;(1R,3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexane-1-carboxylic acid;(1R,3S)-3-Boc-Amino-cyclohexanecarboxylic acid;BOC-(+/-)-CIS-3-AMINOCYCLOHEXANE-1-CARBOXYLIC ACID;(1R,3S)-3-(Boc-amino)cyclohexanecarboxylic Acid;(1R,3S)-3-[(tert-Butoxycarbonyl)amino]cyclohexanecarboxylic acid;cis-3-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid;(1R,3S)-rel-3-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid;cis-3-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid;MFCD04973107;MFCD01862295;SCHEMBL554988;JSGHMGKJNZTKGF-BDAKNGLRSA-N;AMY21730;(1R,3S)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid;AKOS015904352;DS-4601;B3538;CS-0039984;T70588;EN300-6489767;(1R,3S)-3-Boc-Aminocyclohexane-1-Carboxylic Acid;A1-64085;Boc-(+/-)-cis-3-aminocyclohexane 1-carboxylic acid;(1R,3S)-3-(Boc-amino)-cyclohexane-1-carboxylic acid;cis-3-tert-Butoxycarbonylaminocyclohexanecarboxylic acid;cis-3-(Boc-amino)cyclohexanecarboxylic acid, >=98.0% (TLC);(1R*,3S*)-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid;(1R,3S)-3-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylicacid;Boc-1,3-cis-ACHC-OH, (R,S)-cis-1-(t-Butyloxycarbonyl-amino)-cyclohexyl-3-carboxylic acid;CYCLOHEXANECARBOXYLIC ACID, 3-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-, (1R,3S)-

Chemical Property of (1R,3S)-3-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid

Chemical Property:

• Vapor Pressure: 2.12E-07mmHg at 25°C
• Melting Point: 143-147℃
• Refractive Index: 1.493
• Boiling Point: 396.7 °C at 760 mmHg
• PKA: 4.62±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
• 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: 295

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-cis-3-aminocyclohexane carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCC(C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CCC[C@H](C1)C(=O)O

Technology Process of (1R,3S)-3-(tert-Butoxycarbonylamino)cyclohexanecarboxylic Acid

There total 53 articles about (1R,3S)-3-(tert-Butoxycarbonylamino)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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (+/-)-cis-3-aminocyclohexanecarboxylic acid (16636-51-4,25912-50-9,34583-99-8,38541-66-1,57043-02-4,81131-39-7,81131-40-0,41235-88-5,933445-51-3,933445-54-6) → (±)-cis-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid (218772-92-0,222530-33-8)

Guidance literature:

di-tert-butyl dicarbonate; (+/-)-cis-3-aminocyclohexanecarboxylic acid; With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; at 0 - 20 ℃;

With hydrogenchloride; water; In 1,4-dioxane; at 0 ℃; pH=2;

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-aminocyclohexanecarboxylic acid (16636-51-4,25912-50-9,34583-99-8,38541-66-1,57043-02-4,81131-39-7,81131-40-0,41235-88-5,933445-51-3,933445-54-6) → 3-[(tert-butoxycarbonyl)amino]cyclo-hexanecarboxylic acid (334932-13-7,218772-92-0,222530-33-8)

Guidance literature:

di-tert-butyl dicarbonate; 3-aminocyclohexanecarboxylic acid; With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃;

With hydrogenchloride; water; In 1,4-dioxane; pH=4;

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + cis-3-aminocyclohexanecarboxylic acid (41235-88-5,933445-51-3,933445-54-6) → (±)-cis-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid (218772-92-0,222530-33-8)

Guidance literature:

cis-3-aminocyclohexanecarboxylic acid; With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; at 0 ℃; for 0.0833333h; Inert atmosphere;

di-tert-butyl dicarbonate; In 1,4-dioxane; water; at 0 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01754

upstream raw materials:

di-tert-butyl dicarbonate

3-aminocyclohexanecarboxylic acid

tert-butyldicarbonate

ethyl (1R,3S)-3-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylate

Downstream raw materials:

cis-1,3-cyclohexanedi(tert-butoxycarbonyl)amine

[3-(1S,3R)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

[3-(1R,3S)-benzyloxycarbonylaminocyclohexyl]-1-carbamic acid tertbutyl ester

(1R,3S)-3-(tert-butoxycarbonylamino)aminocyclohexanecarboxylic acid

Refernces

• 1、 Barlaam, Bernard,Casella, Robert,Cidado, Justin,Cook, Calum,De Savi, Chris,Dishington, Allan,Donald, Craig S.,Drew, Lisa,Ferguson, Andrew D.,Ferguson, Douglas,Glossop, Steve,Grebe, Tyler,Gu, Chungang,Hande, Sudhir,Hawkins, Janet,Hird, Alexander W.,Holmes, Jane,Horstick, James,Jiang, Yun,Lamb, Michelle L.,McGuire, Thomas M.,Moore, Jane E.,O'Connell, Nichole,Pike, Andy,Pike, Kurt G.,Proia, Theresa,Roberts, Bryan,San Martin, Maryann,Sarkar, Ujjal,Shao, Wenlin,Stead, Darren,Sumner, Neil,Thakur, Kumar,Vasbinder, Melissa M.,Varnes, Jeffrey G.,Wang, Jianyan,Wang, Lei,Wu, Dedong,Wu, Liangwei,Yang, Bin,Yao, Tieguang. "Discovery of AZD4573, a Potent and Selective Inhibitor of CDK9 That Enables Short Duration of Target Engagement for the Treatment of Hematological Malignancies". supporting information. p. 15564 - 15590. Retrieved 2021/01/09.
• 2、 -. "PYRAZOLYL COMPOUNDS AND METHODS OF USE THEREOF". Paragraph 0374-0379; 0192-0193; 0532-0535. . Retrieved 2020/05/14.