(1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester

Base Information

• Chemical Name: (1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester
• CAS No.: 796039-47-9
• Molecular Formula: C₁₇H₂₇NO₃
• Molecular Weight: 293.406
• Mol file: 796039-47-9.mol

Synonyms:(1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester

Chemical Property of (1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester

There total 23 articles about (1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester 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: 65.0%

(R)-4-(tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoic acid (944559-43-7) → (1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester (796039-47-9)

Guidance literature:

(R)-4-(tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -40 ℃; for 1.25h;

With sodium tetrahydroborate; In water; at 0 - 25 ℃; for 1.5h;

Reference yield: 44.0%

N-((1R,3S)-1-Benzyl-4-hydroxy-3-methyl-butyl)-2,2,2-trifluoro-acetamide (773155-79-6) + di-tert-butyl dicarbonate (24424-99-5) → (1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester (796039-47-9)

Guidance literature:

N-((1R,3S)-1-Benzyl-4-hydroxy-3-methyl-butyl)-2,2,2-trifluoro-acetamide; With barium hydroxide octahydrate; In methanol; water; at 0 - 40 ℃; for 15h; Inert atmosphere;

di-tert-butyl dicarbonate; With triethylamine; In diethyl ether; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01798

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + C12H19NO → (1R,3S)-(1-benzyl-4-hydroxy-3-methylbutyl)carbamic acid tert-butyl ester (796039-47-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2016.08.038

upstream raw materials:

Boc-L-phenylalaninal

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

(4S)-4-N-tert-butoxycarbonylamino-5-phenyl-2-methyl-2-trans-pentenoic acid, ethyl ester

[L-(trans)]-4-[(t-butoxycarbonyl)amino]-2-methyl-5-phenyl-2-pentenoic acid

Downstream raw materials:

(2S,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoic acid

C₄₂H₅₉N₅O₆S

C₄₀H₅₆N₄O₇S

(R)-4-tert-butoxycarbonylamino-3-methyl-5-phenylpentanoic acid benzyl ester