(1S,2S)-Boc-Achc

Base Information

• Chemical Name: (1S,2S)-Boc-Achc
• CAS No.: 488703-60-2
• Molecular Formula: C12H21NO4
• Molecular Weight: 243.303
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40426280
• Nikkaji Number: J2.580.625E
• Wikidata: Q82239221
• Mol file: 488703-60-2.mol

Synonyms:488703-60-2;(1S,2S)-Boc-Achc;(1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid;(1S,2S)-Boc-2-aminocyclohexane carboxylic acid;(1S,2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexane-1-carboxylic acid;(1S,2S)-2-tert-Butoxycarbonylamino-cyclohexanecarboxylic acid;(1S,2S)-2-(TERT-BUTOXYCARBONYLAMINO) CYCLOHEXANECARBOXYLIC ACID;(1S,2S)-2-{[(tert-butoxy)carbonyl]amino}cyclohexane-1-carboxylic acid;trans-2-tert-Butoxycarbonylaminocyclohexanecarboxylic acid;SCHEMBL1444279;DTXSID40426280;(1S,2S)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid;MFCD04974226;AKOS027327806;FY-6014;AS-44499;CS-0154478;CS-0166814;EN300-3225536;(1S,2S)-2-(Boc-amino)cyclohexanecarboxylic acid;(1S,2S)-2-(tert-butoxycarbonylamino)cyclohexanecarboxylic acid;(1S,2S)-2-tert-Butoxycarbonylaminocyclohexanecarboxylic acid;(1S,2S)-2-((t-Butoxycarbonyl)amino)cyclohexane-1-carboxylic acid;(1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylicacid;(1S,2S)-2-(tert-Butyloxycarbonylamino)cyclohexanecarboxylic acid;trans-1-(tert-butyloxycarbonylamino)cyclohexyl-2-carboxylic acid

Chemical Property of (1S,2S)-Boc-Achc

Chemical Property:

• Boiling Point: 396.7±31.0 °C(Predicted)
• PKA: 4.95±0.28(Predicted)
• PSA: 75.63000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.54540
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• 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%min ^*data from raw suppliers

(1S,2S)-Boc-Achc ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCCC1C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CCCC[C@@H]1C(=O)O

Technology Process of (1S,2S)-Boc-Achc

There total 4 articles about (1S,2S)-Boc-Achc 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: 68.0%

di-tert-butyl dicarbonate (24424-99-5) + (1S,2S)-(+)-2-aminocyclohexane-1-carboxylic acid hydrochloride (158414-45-0) → (1S,2S)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid (488703-60-2,209128-50-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1002/1099-0690(200209)2002:17<2948::AID-EJOC2948>3.0.CO;2-E

Reference yield: 67.0%

di-tert-butyl dicarbonate (24424-99-5) + (1S,2S)-cyclohexane-1,2-dicarboxylic acid (610-10-6,1687-30-5,2305-32-0,21963-41-7,46022-05-3,610-09-3) → (1S,2S)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid (488703-60-2,209128-50-7)

Guidance literature:

Multistep reaction.;

DOI:10.1002/1099-0690(200209)2002:17<2948::AID-EJOC2948>3.0.CO;2-E

Reference yield:

(1S,2S)-cyclohexane-1,2-dicarboxylic acid (610-10-6,1687-30-5,2305-32-0,21963-41-7,46022-05-3,610-09-3) → (1S,2S)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid (488703-60-2,209128-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetyl chloride / Heating

1.2: NH₃ gas / CH₂Cl₂ / 20 °C

1.3: 74 percent / phenyliodine(III) trifluoroacetate / acetonitrile; H₂O / 20 °C

2.1: 68 percent / NaOH / tetrahydrofuran; H₂O

With sodium hydroxide; acetyl chloride; In tetrahydrofuran; water;

DOI:10.1002/1099-0690(200209)2002:17<2948::AID-EJOC2948>3.0.CO;2-E

upstream raw materials:

di-tert-butyl dicarbonate

(1S,2S)-cyclohexane-1,2-dicarboxylic acid

(1S,2S)-(+)-2-aminocyclohexane-1-carboxylic acid hydrochloride

(1S)-trans-2-carbamoyl-cyclohexanecarboxylic acid

Downstream raw materials:

rac-trans-2-aminocyclohexanecarboxylic acid

C₄₂H₇₀N₆O₉

C₅₄H₇₈N₆O₉

Refernces