TRANS-4-N-BOC-AMINOMETHYL-CYCLOHEXANECARBONITRILE

Base Information

• Chemical Name: TRANS-4-N-BOC-AMINOMETHYL-CYCLOHEXANECARBONITRILE
• CAS No.: 473923-79-4
• Molecular Formula: C13H22N2O2
• Molecular Weight: 238.33
• Hs Code.: 2926909090
• Mol file: 473923-79-4.mol

Synonyms:TRANS-4-N-BOC-AMINOMETHYL-CYCLOHEXANECARBONITRILE ;trans-(4-Cyano-cyclohexylmethyl)-carbamic acid tert-butyl ester

Chemical Property of TRANS-4-N-BOC-AMINOMETHYL-CYCLOHEXANECARBONITRILE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.48
• Boiling Point: 384°Cat760mmHg
• Flash Point: 186°C
• PSA: 62.12000
• Density: 1.03g/cm³
• LogP: 3.23198
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(4-Cyanocyclohexylmethyl)-carbamic acid tert-butyl ester and enantiomer 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRANS-4-N-BOC-AMINOMETHYL-CYCLOHEXANECARBONITRILE

There total 9 articles about TRANS-4-N-BOC-AMINOMETHYL-CYCLOHEXANECARBONITRILE 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: 64.0%

trifluoroacetic anhydride (407-25-0) + trans-4-[[(tert-butoxycarbonyl)amino]methyl]cyclohexanecarboxylic acid amide (749866-15-7) → (4-cyano-cyclohexylmethyl)-trifluoroacetyl-carbamic acid tert-butyl ester + trans-(4-cyanocyclohexylmethyl)carbamic acid tert-butyl ester (473923-79-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1039/b614061k

Reference yield:

(1r,4r)-4-({[(benzyloxy)carbonyl]amino}methyl)cyclohexane-1-carboxylic acid (27687-12-3) → trans-(4-cyanocyclohexylmethyl)carbamic acid tert-butyl ester (473923-79-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / NMM / tetrahydrofuran / 1 h / -20 °C

2: 100 percent / NH₃ / tetrahydrofuran / 0.75 h

3: 90 percent / SOCl₂; NMM / dimethylformamide / 0 °C

4: H₂ / 10 percent Pd/C / methanol

5: CH₂Cl₂

With 4-methyl-morpholine; thionyl chloride; ammonia; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00131-2

Reference yield:

(4-Carbamoyl-cyclohexylmethyl)-carbamic acid benzyl ester (38688-25-4) → trans-(4-cyanocyclohexylmethyl)carbamic acid tert-butyl ester (473923-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / SOCl₂; NMM / dimethylformamide / 0 °C

2: H₂ / 10 percent Pd/C / methanol

3: CH₂Cl₂

With 4-methyl-morpholine; thionyl chloride; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00131-2

upstream raw materials:

di-tert-butyl dicarbonate

trans-4-(aminomethyl)cyclohexanecarbonitrile

trifluoroacetic anhydride

trans-4-[[(tert-butoxycarbonyl)amino]methyl]cyclohexanecarboxylic acid amide

Downstream raw materials:

trans-((4-aminomethyl)cyclohexylmethyl)carbamic acid tert-butyl ester

C₃₁H₅₃ClN₆O₄

(x)BrH*C₂₇H₅₁N₈O₃P

trans-4-(aminomethyl)cyclohexanecarbonitrile

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