(2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine

Base Information

• Chemical Name: (2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine
• CAS No.: 86863-88-9
• Molecular Formula: C₂₄H₃₂N₂O₂
• Molecular Weight: 380.53

Synonyms:(2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine

Chemical Property of (2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine

There total 2 articles about (2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine 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:

1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-(3R,4S)-3-azido-4-phenylazetidin-2-one (82166-23-2) → (2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine (86863-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / AlH₂Cl / diethyl ether / 2 h / 34 °C

2: pyridine

With pyridine; chlorohydroalane; In diethyl ether;

DOI:10.1021/ja00358a040

Reference yield:

acetic anhydride (108-24-7) + (2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-aminoazetidine (86863-82-3) → (2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine (86863-88-9)

Guidance literature:

With pyridine;

DOI:10.1021/ja00358a040

Reference yield: 100.0%

(2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-(acetylamino)azetidine (86863-88-9) → N-{(R)-1-[((S)-1-Hydroxymethyl-3-methyl-butylamino)-methyl]-2-phenyl-ethyl}-acetamide (86863-86-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 50 ℃; for 48h;

upstream raw materials:

acetic anhydride

(2S,3S)-1-<(S)-1-<(benzyloxy)methyl>-3-methylbutyl>-2-phenyl-3-aminoazetidine

1-<(S)-1-(benzyloxy)-4-methylpent-2-yl>-(3R,4S)-3-azido-4-phenylazetidin-2-one

Downstream raw materials:

N-{(R)-1-[((S)-1-Hydroxymethyl-3-methyl-butylamino)-methyl]-2-phenyl-ethyl}-acetamide

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