4-[(1R)-1-[[(tert-Butoxy)carbonyl]amino]ethyl]benzoic acid

Base Information

• Chemical Name: 4-[(1R)-1-[[(tert-Butoxy)carbonyl]amino]ethyl]benzoic acid
• CAS No.: 1134776-30-9
• Molecular Formula: C14H19NO4
• Molecular Weight: 265.309
• Hs Code.: 2924299090
• Mol file: 1134776-30-9.mol

Synonyms:4-[(1R)-1-[[(tert-Butoxy)carbonyl]amino]ethyl]benzoic acid;(R)-4-(1-((tert-butoxycarbonyl)aMino)ethyl)benzoic acid;(R)-4-(1-Boc-amino-ethyl)-benzoic acid

Chemical Property of 4-[(1R)-1-[[(tert-Butoxy)carbonyl]amino]ethyl]benzoic acid

Chemical Property:

• PSA: 79.12000
• Density: 1.151
• LogP: 3.17490
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

(R)-4-(1-((tert-Butoxycarbonyl)amino)ethyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[(1R)-1-[[(tert-Butoxy)carbonyl]amino]ethyl]benzoic acid

There total 3 articles about 4-[(1R)-1-[[(tert-Butoxy)carbonyl]amino]ethyl]benzoic 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: 52.0%

[(R)-1-(4-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (578729-21-2) + carbon dioxide (124-38-9,18923-20-1) → (R)-4-(1-tert-butoxycarbonylaminoethyl)benzoic acid (1134776-30-9,895577-21-6)

Guidance literature:

[(R)-1-(4-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester; With n-butyllithium; methyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -78 - 0 ℃;

DOI:10.1002/cplu.202000261

Reference yield:

(R)-4-(1-tert-butoxycarbonylaminoethyl)benzoic acid methyl ester (1021491-25-7) → (R)-4-(1-tert-butoxycarbonylaminoethyl)benzoic acid (1134776-30-9,895577-21-6)

Guidance literature:

(R)-4-(1-tert-butoxycarbonylaminoethyl)benzoic acid methyl ester; With lithium hydroxide; In 1,3-dioxane; at 20 ℃; for 3h;

With hydrogenchloride; In water; ethyl acetate;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (R)-1-(4-bromophenyl)ethylamine (24358-62-1,27298-97-1,45791-36-4,64313-06-0) → (R)-4-(1-tert-butoxycarbonylaminoethyl)benzoic acid (1134776-30-9,895577-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 6 h / 25 °C

2.1: methyllithium; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: -78 - 0 °C

With n-butyllithium; methyllithium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/cplu.202000261

upstream raw materials:

(R)-4-(1-tert-butoxycarbonylaminoethyl)benzoic acid methyl ester

di-tert-butyl dicarbonate

(R)-1-(4-bromophenyl)ethylamine

[(R)-1-(4-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester

Downstream raw materials:

(R)-{1-[4-(2,5-cis/trans-dimethylpyrrolidine-1-carbonyl)phenyl]ethyl}carbamic acid tert-butyl ester

(1R)-1-[4-(methoxycarbonyl)phenyl]ethanaminium chloride

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