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

Base Information

Chemical Name:Acetic acid (1S,2R,3R,4R,5S)-2,3-diacetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-cyclopentyl ester
CAS No.:207516-12-9
Molecular Formula:C₂₉H₃₃NO₁₀
Molecular Weight:555.582
Hs Code.:

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

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

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

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

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

: 207516-12-9
Acetic acid (1S,2R,3R,4R,5S)-2,3-diacetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-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: 100 percent / DMAP / pyridine / 20 h

3: 1.) N-methylmorpholine N-oxide, OsO₄, 2.) DMAP / 1.) Me₂CO, H₂O, room temperature, 48 h, 2.) pyridine, room temperature, 24 h

With dmap; sodium amalgam; osmium(VIII) oxide; tetrabutylammonium periodite; 4-methylmorpholine N-oxide; In pyridine;
DOI:10.1021/jo980050a

Reference yield:

: 207516-06-1
(S)-N-((1R,4S,5R)-5-Benzyloxymethyl-4-hydroxy-cyclopent-2-enyl)-2-hydroxy-2-phenyl-acetamide

: 207516-12-9
Acetic acid (1S,2R,3R,4R,5S)-2,3-diacetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-cyclopentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / DMAP / pyridine / 20 h

2: 1.) N-methylmorpholine N-oxide, OsO₄, 2.) DMAP / 1.) Me₂CO, H₂O, room temperature, 48 h, 2.) pyridine, room temperature, 24 h

With dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In pyridine;
DOI:10.1021/jo980050a

Reference yield:

: 108-24-7
acetic anhydride

: 207516-08-3
Acetic acid (1S,4R,5R)-4-((S)-2-acetoxy-2-phenyl-acetylamino)-5-benzyloxymethyl-cyclopent-2-enyl ester

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

: 207516-12-9
Acetic acid (1S,2R,3R,4R,5S)-2,3-diacetoxy-5-((S)-2-acetoxy-2-phenyl-acetylamino)-4-benzyloxymethyl-cyclopentyl ester

Guidance literature:: With dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide; Yield given. Multistep reaction. Yields of byproduct given; 1.) Me₂CO, H₂O, room temperature, 48 h, 2.) pyridine, room temperature, 24 h;
DOI:10.1021/jo980050a