(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Base Information

• Chemical Name: (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester
• CAS No.: 126587-70-0
• Molecular Formula: C₃₂H₅₇NO₈Si
• Molecular Weight: 611.892
• Mol file: 126587-70-0.mol

Synonyms:(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Chemical Property of (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

There total 17 articles about (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl 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: 83.0%

(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester (126587-55-1) → (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester (126587-70-0)

Guidance literature:

With potassium borohydride; In ethanol; 1.) 0 deg C, 1 h, 2.) RT, 24 h;

DOI:10.1021/ja00177a030

Reference yield:

N-benzyloxycarbonylamino-D-alloisoleucine (3160-59-6,4276-05-5,28862-89-7,55723-45-0,55723-48-3,127866-12-0) → (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester (126587-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) pentafluorophenyl trifluoroacetate, pyridine, 2.) LDA / 1.) CH₂Cl₂, 2.) THF

2: 83 percent / KBH₄ / ethanol

With pyridine; potassium borohydride; pentafluorophenyl trifloroacetate; lithium diisopropyl amide; In ethanol;

DOI:10.1021/jo00097a022

Reference yield:

(3S,4S,5R)-6-[(tert-butyldimethylsilyl)oxy]-4-(methoxymethoxy)-2,5-dimethyl-3-hexanol acetate (126587-53-9) → (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-3-hydroxy-5-methyl-heptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester (126587-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) pentafluorophenyl trifluoroacetate, pyridine, 2.) LDA / 1.) CH₂Cl₂, 2.) THF

2: 83 percent / KBH₄ / ethanol

With pyridine; potassium borohydride; pentafluorophenyl trifloroacetate; lithium diisopropyl amide; In ethanol;

DOI:10.1021/jo00097a022

upstream raw materials:

(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

N-benzyloxycarbonylamino-D-alloisoleucine

(3S,4S,5R)-6-[(tert-butyldimethylsilyl)oxy]-4-(methoxymethoxy)-2,5-dimethyl-3-hexanol acetate

L-valine

Downstream raw materials:

C₅₈H₁₀₁N₅O₁₅Si

N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3R)-4-hydroxy-1-isop

C₆₆H₁₀₇N₅O₁₆Si

N-<1--L-leucyl>-L-prolyl>-3-(p-methoxyphenyl)-N-methyl-L-alanine, ester with (3S,4R,5S)-3-<(triisopropylsilyl)oxy>-4-<(2S,3R)-2-<(tert-butoxycarbonyl)amino>-3-hydroxybutyramido>-5-methylheptanoic acid, (1S,2S,3S)-1-isopropyl-2-