(1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

Base Information

Chemical Name:(1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane
CAS No.:154396-82-4
Molecular Formula:C₂₂H₂₇NO₁₁S
Molecular Weight:513.522
Hs Code.:

Synonyms:(1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

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Chemical Property of (1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

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Technology Process of (1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

There total 8 articles about (1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane 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: 95.0%

: 134153-74-5
(1R,2R,3R,4R,5S)-1-(methylthio)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

: 154396-82-4
(1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

Guidance literature:: With 3,3-dimethyldioxirane; In acetone; for 0.5h; Ambient temperature;
DOI:10.1021/ja00081a017

Reference yield:

: 20698-91-3
(R)-methyl mandelate

: 154396-82-4
(1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / NH₂OH / methanol / 96 h / Ambient temperature

2: 24 percent / Bu₄NIO₄ / CCl₄; methanol / 1 h / 0 °C

3: 78 percent / Al-Hg, H₂O / tetrahydrofuran / 16 h / 0 - 25 °C

4: 94 percent / DMAP, pyridine / 1 h / Ambient temperature

5: OsO₄, pyridine / 5 h / Ambient temperature

6: DMAP, pyridine / 1 h / Ambient temperature

7: 95 percent / dimethyldioxirane / acetone / 0.5 h / Ambient temperature

With pyridine; dmap; osmium(VIII) oxide; aluminium amalgam; water; hydroxylamine; 3,3-dimethyldioxirane; tetrabutylammonium periodite; In tetrahydrofuran; methanol; tetrachloromethane; acetone;
DOI:10.1021/ja00081a017

Reference yield:

: 134153-73-4
(1R,2R,5S)-1-(methylthio)-2-acetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopent-3-ene

: 154396-82-4
(1R,2R,3R,4R,5S)-1-(methylsulfonyl)-2,3,4-triacetoxy-5-(N-((R)-acetoxyphenylacetyl)amino)cyclopentane

Guidance literature:: Multi-step reaction with 3 steps

1: OsO₄, pyridine / 5 h / Ambient temperature

2: DMAP, pyridine / 1 h / Ambient temperature

3: 95 percent / dimethyldioxirane / acetone / 0.5 h / Ambient temperature

With pyridine; dmap; osmium(VIII) oxide; 3,3-dimethyldioxirane; In acetone;
DOI:10.1021/ja00081a017