Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester

Base Information

Chemical Name:Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester
CAS No.:207516-40-3
Molecular Formula:C₂₇H₃₀BrNO₈
Molecular Weight:576.441
Hs Code.:

Synonyms:Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester

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Chemical Property of Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester

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Technology Process of Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester

There total 4 articles about Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl 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: 94.0%

: 108-24-7
acetic anhydride

: 207516-34-5
(S)-N-((1S,2R,3R,4S,5S)-2-Benzyloxymethyl-4-bromo-3,5-dihydroxy-cyclopentyl)-2-hydroxy-2-phenyl-acetamide

: 207516-40-3
Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester

Guidance literature:: With dmap;
DOI:10.1021/jo980050a

Reference yield:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 207516-40-3
Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-Bu₄NIO₄, 2.) Na/Hg / 1.) MeOH, -20 deg C, 24 h, 2.) THF, MeOH, 0 deg C, 8 h

2: 85 percent / NBS / dioxane; H₂O / 18 h / Ambient temperature

3: 94 percent / DMAP

With dmap; sodium amalgam; N-Bromosuccinimide; tetrabutylammonium periodite; In 1,4-dioxane; water;
DOI:10.1021/jo980050a

Reference yield:

: 124097-40-1
(2S)-(+)-2-hydroxy-2-phenylacetohydroxamic acid

: 207516-40-3
Acetic acid (1S,2S,3R,4R,5S)-3-acetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-2-bromo-cyclopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-Bu₄NIO₄, 2.) Na/Hg / 1.) MeOH, -20 deg C, 24 h, 2.) THF, MeOH, 0 deg C, 8 h

2: 85 percent / NBS / dioxane; H₂O / 18 h / Ambient temperature

3: 94 percent / DMAP

With dmap; sodium amalgam; N-Bromosuccinimide; tetrabutylammonium periodite; In 1,4-dioxane; water;
DOI:10.1021/jo980050a