ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate

Base Information

• Chemical Name: ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate
• CAS No.: 1039361-93-7
• Molecular Formula: C₂₀H₂₉NO₄
• Molecular Weight: 347.455
• Mol file: 1039361-93-7.mol

Synonyms:ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate

Chemical Property of ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate

There total 4 articles about ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate 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: 62.0%

C8H15IZn + ethyl 2-(((benzyloxy)carbonyl)amino)-2-chloroacetate (134746-23-9) → ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate (1039361-93-7)

Guidance literature:

With nickel(II) bromide dimethoxyethane; 2,6-bis((4S,5R)-4-isopropyl-5-phenyl-4,5-dihydrooxazol-2-yl)pyridine; In tetrahydrofuran; at 0 ℃; for 4h; enantioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.1c03903

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + (-)-ethyl (R)-2-amino-4-cyclohexylbutyrate hydrochloride → ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate (1039361-93-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

(2-iodoethyl)cyclohexane (80203-35-6) → ethyl (R)-2-(((benzyloxy)carbonyl)amino)-4-cyclohexylbutanoate (1039361-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine / tetrahydrofuran / 12 h / 50 °C / Inert atmosphere; Sealed tube

2: 2,6-bis((4S,5R)-4-isopropyl-5-phenyl-4,5-dihydrooxazol-2-yl)pyridine; nickel(II) bromide dimethoxyethane / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere; Sealed tube

With nickel(II) bromide dimethoxyethane; iodine; 2,6-bis((4S,5R)-4-isopropyl-5-phenyl-4,5-dihydrooxazol-2-yl)pyridine; In tetrahydrofuran;

DOI:10.1021/jacs.1c03903

upstream raw materials:

N-(Benzyloxycarbonyloxy)succinimide

(2-iodoethyl)cyclohexane

ethyl 2-(((benzyloxy)carbonyl)amino)-2-chloroacetate

O-benzyl carbamate