1-Bocaminomethyl-cyclohexanecarboxylic acid

Base Information

• Chemical Name: 1-Bocaminomethyl-cyclohexanecarboxylic acid
• CAS No.: 204514-23-8
• Molecular Formula: C13H23 N O4
• Molecular Weight: 257.32602
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID50589239
• Nikkaji Number: J1.056.991E
• Wikidata: Q82482476
• Mol file: 204514-23-8.mol

Synonyms:204514-23-8;Boc-1-aminomethyl-cyclohexane carboxylic acid;1-Bocaminomethyl-cyclohexanecarboxylic acid;1-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]cyclohexane-1-carboxylic acid;Cyclohexanecarboxylic acid, 1-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-;MFCD09264198;1-{[(tert-butoxycarbonyl)amino]methyl}cyclohexane-1-carboxylic acid;1-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylic acid;1-(((tert-Butoxycarbonyl)amino)methyl)cyclohexane-1-carboxylic acid;SCHEMBL6803134;1-(Aminomethyl)cyclohexanecarboxylic acid,N-boc protected;DTXSID50589239;AKOS015996829;AB92000;BS-21891;DA-30049;CS-0127755;1-[(Boc-amino)methyl]cyclohexanecarboxylic acid;EN300-116560;F78764;1-(Aminomethyl)cyclohexanecarboxylic acid, N-BOC protected;1-(((tert-Butoxycarbonyl)amino)methyl)cyclohexanecarboxylicacid;1-({[(tert-butoxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid

Chemical Property of 1-Bocaminomethyl-cyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 1.1E-07mmHg at 25°C
• Refractive Index: 1.485
• Boiling Point: 404.8°Cat760mmHg
• PKA: 4.62±0.20(Predicted)
• Flash Point: 198.6°C
• PSA: 75.63000
• Density: 1.104g/cm³
• LogP: 2.93710
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 257.16270821
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

98.5% ^*data from raw suppliers

Boc-1-aminomethyl-cyclohexane carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1(CCCCC1)C(=O)O

Technology Process of 1-Bocaminomethyl-cyclohexanecarboxylic acid

There total 9 articles about 1-Bocaminomethyl-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: 89.0%

methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate (220145-20-0) → 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylic acid (204514-23-8)

Guidance literature:

With sodium hydroxide; In methanol; Heating;

DOI:10.1002/(SICI)1522-2675(19981216)81:12<2218::AID-HLCA2218>3.0.CO;2-0

Reference yield: 71.0%

tert-butyl [(1-(hydroxymethyl)cyclohexyl)methyl]carbamate (223763-92-6) → 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylic acid (204514-23-8)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile;

DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

methyl 1-cyanocyclohexane-1-carboxylate (58920-80-2) → 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylic acid (204514-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Raney-Ni / methanol / 22 h / 40 °C / 3000.24 Torr

2: 57 percent / cyclohexane; CH₂Cl₂ / 16 h / Ambient temperature

3: 89 percent / NaOH / methanol / Heating

With sodium hydroxide; hydrogen; nickel; In methanol; dichloromethane; cyclohexane;

DOI:10.1002/(SICI)1522-2675(19981216)81:12<2218::AID-HLCA2218>3.0.CO;2-0

upstream raw materials:

methyl 1-(<<(tert-butoxy)carbonyl>amino>methyl)cyclohexane-1-carboxylate

tert-butyl [(1-(hydroxymethyl)cyclohexyl)methyl]carbamate

1,5-dibromo-pentane

ethyl 1-cyanocyclohexane-1-carboxylate

Downstream raw materials:

Boc-β^2,2-HAc6c-β^2,2-HAc6c-OMe

Boc-β^2,2-HAc6c-β^2,2-HAc6c-β^2,2-HAc6c-OMe

benzyl 1-((tert-butoxycarbonylamino)methyl)cyclohexanecarboxylate

Boc-β^2,2-HAc6c-β^2,2-HAc6c-β^2,2-HAc6c-OH

Refernces

• 1、 Varie, David L.,Shih, Chuan,Hay, David A,Andis, Sherri L.,Corbett, Tom H.,Gossett, Lynn S.,Janisse, Samantha K.,Martinelli, Michael J.,Moher, Eric D.,Schultz, Richard M.,Toth, John E.. "Synthesis and biological evaluation of cryptophycin analogs with substitution at C-6 (fragment C region)". . p. 369 - 374. Retrieved 2007/10/03.