Boc-1-aminomethyl-cyclohexane carboxylic acid

Base Information

• Chemical Name: Boc-1-aminomethyl-cyclohexane carboxylic acid
• CAS No.: 204514-23-8
• Molecular Formula: C13H23 N O4
• Molecular Weight: 257.32602
• Hs Code.: 29225090
• Mol file: 204514-23-8.mol

Synonyms:Boc-1-aminomethyl-cyclohexane carboxylic acid;1-(Aminomethyl)cyclohexanecarboxylic acid, N-BOC protected

Chemical Property of Boc-1-aminomethyl-cyclohexane carboxylic 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

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:

Technology Process of Boc-1-aminomethyl-cyclohexane carboxylic acid

There total 9 articles about Boc-1-aminomethyl-cyclohexane carboxylic 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:

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

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

(E)-(9S,12S,18R)-12-((1R,2R,3S)-3-Chloro-2-hydroxy-1-methyl-3-phenyl-propyl)-18-(3-chloro-4-methoxy-benzyl)-9-isobutyl-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

(E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

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.