<(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol

Base Information

• Chemical Name: <(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol
• CAS No.: 137301-72-5
• Molecular Formula: C₂₀H₂₂F₃NO₃
• Molecular Weight: 381.395

Synonyms:

Chemical Property of <(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of <(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol

There total 4 articles about <(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol 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: 79.0%

(S)-<2-<(benzyloxycarbonyl)amino>-3-methylbutanoyl>-p-(trifluoromethyl)benzene (137301-71-4) → <(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol (137301-72-5,137301-73-6)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1021/jm00082a005

Reference yield:

t-Boc-L-valine (13734-41-3) → <(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol (137301-72-5,137301-73-6)

Guidance literature:

Multi-step reaction with 3 steps

1: CDI / tetrahydrofuran

2: 1.) Mg / 1.) THF, reflux, 3.5 h, 2.) THF, RT, 15 min

3: 79 percent / NaBH₄ / methanol

With sodium tetrahydroborate; magnesium; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol;

DOI:10.1021/jm00082a005

Reference yield:

p-trifluoromethylphenyl bromide (402-43-7) → <(2S,1RS)>-2-<(benzyloxycarbonyl)amino>-3-methyl-1--1-butanol (137301-72-5,137301-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg / 1.) THF, reflux, 3.5 h, 2.) THF, RT, 15 min

2: 79 percent / NaBH₄ / methanol

With sodium tetrahydroborate; magnesium; In methanol;

DOI:10.1021/jm00082a005

upstream raw materials:

(S)-<2-<(benzyloxycarbonyl)amino>-3-methylbutanoyl>-p-(trifluoromethyl)benzene

t-Boc-L-valine

p-trifluoromethylphenyl bromide

N^α-(benzyloxycarbonyl)-N-methoxy-N-methyl-L-valinamide

Downstream raw materials:

(2S,1RS)-2-amino-3-methyl-1--1-butanol

4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

(2S)-<<4-<<<(4-chlorophenyl)sulfonyl>amino>carbonyl>phenyl>oxomethyl>-L-valyl-N-(2,3-dihydro-1H-inden-2-yl)glycine N-<2-<3-methyl-1-<4-(trifluoromethyl)phenyl>-1-oxobutyl>>amide

(2S,1RS)-N-(carbobenzyloxy)-L-valyl-N-(2,3-dihydro-1H-inden-2-yl)glycine N-<2-<3-methyl-1-<4-(trifluoromethyl)phenyl>-1-oxobutyl>>amide

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