(S)-benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate

Base Information

• Chemical Name: (S)-benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate
• CAS No.: 6216-61-1
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• Mol file: 6216-61-1.mol

Synonyms:N-Cbz-leucinol;Carbamic acid, [(1S)-1-(hydroxymethyl)-3-methylbutyl]-, phenylmethyl ester;(2S)-2-benzyloxycarbonylamino-4-methyl-1-pentanol;Cbz-L-Leucinol;Z-Leu-ol;Cbz-Leucinol;[(1S)-1-(hydroxymethyl)-3-methylbutyl]carbamic acid benzyl ester;((S)-1-Hydroxymethyl-3-methyl-butyl)-carbamic acid benzyl ester;

Chemical Property of (S)-benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate

Chemical Property:

• Boiling Point: 140 °C (5 mmHg)
• PSA: 58.56000
• Density: 1.083
• LogP: 2.71070

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate

There total 22 articles about (S)-benzyl 1-hydroxy-4-Methylpentan-2-ylcarbaMate 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: 100.0%

(S)-2-amino-4-methylpentan-1-ol (7533-40-6,14438-11-0) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-(-)-N-(benzyloxycarbonyl)leucinol (6216-61-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1002/anie.201406964

Reference yield: 100.0%

Z-Leu-OH (2018-66-8) → (S)-(-)-N-(benzyloxycarbonyl)leucinol (6216-61-1)

Guidance literature:

Z-Leu-OH; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.25h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at -15 ℃; for 1h;

DOI:10.1128/AAC.01152-16

Reference yield: 97.0%

[1-(tert-butyldimethylsilanyloxymethyl)-3-methylbutyl]carbamic acid benzyl ester → (S)-(-)-N-(benzyloxycarbonyl)leucinol (6216-61-1)

Guidance literature:

With phosphomolybdic acid hydrate; silica gel; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1021/jo0502697

upstream raw materials:

N-carbobenzoxy-L-leucinal

(S)-2-amino-4-methylpentan-1-ol

benzyl chloroformate

Z-Leu-NCA

Downstream raw materials:

Z-LeuΨ(CH2O)Gly-OC2H5

N-carbobenzoxy-L-leucinal

(L)-N-benzyloxycarbonyl-2-amino-4-methyl-pentyl-hexanoate

(S)-2-amino-4-methylpentan-1-ol