(2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Base Information

• Chemical Name: (2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester
• CAS No.: 236747-34-5
• Molecular Formula: C₃₄H₄₉NO₇
• Molecular Weight: 583.766

Synonyms:(2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Chemical Property of (2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Chemical Property:

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Technology Process of (2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

There total 1 articles about (2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl 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:

(4S,5R)-4-Benzyl-5-{(S)-1-[(S)-1-((S)-1-benzyloxycarbonyl-2-methyl-propoxycarbonyl)-ethyl]-octyloxycarbonylmethyl}-oxazolidine-3-carboxylic acid tert-butyl ester → (2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester (236747-34-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0968-0896(98)00208-9

Reference yield:

(2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester (236747-34-5) → (2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2h; under 760 Torr; Ambient temperature;

DOI:10.1016/S0968-0896(98)00208-9

Reference yield:

(2S,3S)-3-((3R,4S)-4-Amino-3-hydroxy-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester (236747-34-5) → N-desmethylhapalosin (178113-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

2: 10.5 mg / DPPA, DIPEA / dimethylformamide / 23 h / 0 - 20 °C

With diphenyl-phosphinic acid; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)00208-9

Downstream raw materials:

N-desmethylhapalosin

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