(2R,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide

Base Information

• Chemical Name: (2R,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide
• CAS No.: 141714-02-5
• Molecular Formula: C₄₂H₆₀N₄O₆
• Molecular Weight: 716.962
• Mol file: 141714-02-5.mol

Synonyms:

Chemical Property of (2R,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide

There total 16 articles about (2R,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide 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:

(2E/Z)-N-Isobutyl-3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenamide (118865-56-8) → (2S,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide (141714-02-5,141782-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-black / ethanol

2: diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

With diphenyl phosphoryl azide; hydrogen; triethylamine; palladium; In ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.40.364

Reference yield:

(2E/Z)-N-Isobutyl-3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenamide (118865-56-8) → (2R,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide (141714-02-5,141782-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-black / ethanol

2: diphenylphosphorazidate (DPPA), Et₃N / dimethylformamide / 1.) -10 deg C, 2 h, 2.) RT, overnight

With diphenyl phosphoryl azide; hydrogen; triethylamine; palladium; In ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.40.364

Reference yield:

(4S,5S)-5-(2-Ethoxycarbonyl-butyl)-4-isobutyl-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester → (2R,4S,5S)-N-isobutyl-5--L-norleucyl>amino-2-ethyl-4-hydroxy-7-ethyloctanamide (141714-02-5,141782-73-2)

Guidance literature:

Multi-step reaction with 4 steps

1: p-toluenesulfonic acid / methanol / 3 h / Ambient temperature

2: 88.5 percent / 6 h / 100 °C

3: H₂ / 10percent Pd/C

4: diphenylphosphorazidate (DPPA)

With diphenyl phosphoryl azide; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.40.364

upstream raw materials:

(2RS,4S,5S)-N-Isobutyl-5-amino-2-ethyl-4-hydroxy-7-methyloctanamide

N--L-norleucine

2-benzoylamino-3-naphthalen-1-yl-propionic acid

(2E/Z)-N-Isobutyl-3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenamide