(3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

Base Information

Chemical Name:(3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one
CAS No.:146328-56-5
Molecular Formula:C₁₄H₁₉N₃O₃Si
Molecular Weight:305.409
Hs Code.:

Synonyms:(3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

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Chemical Property of (3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

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Technology Process of (3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

There total 1 articles about (3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one 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:

: 136824-21-0
methyl (2S,3R)-α-azido-β-(dimethylphenylsilyl)-(E)-hex-4-enoate

: 146328-56-5
(3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

: (3S,4S,5S)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((R)-1-hydroxy-ethyl)-dihydro-furan-2-one

Guidance literature:: With hydrogenchloride; osmium(VIII) oxide; trimethylamine-N-oxide; Product distribution; multistep reaction: diastereoselectivity in the OsO4 promoted dihydroxylation of chiral (E)-crotylsilanes: asymmetric synthesis of silyl-functionalized γ-lactones;
DOI:10.1021/jo00054a002

Reference yield:

: 146328-56-5
(3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

: (3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-tetrahydro-furan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1021/jo00054a002

Reference yield:

: 146328-56-5
(3S,4S,5R)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

: (S)-1-[(2R,3S,4S)-4-Azido-3-(dimethyl-phenyl-silanyl)-5-methoxy-tetrahydro-furan-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL / CH₂Cl₂ / -78 °C

2: AcCl / Ambient temperature

With diisobutylaluminium hydride; acetyl chloride; In dichloromethane;
DOI:10.1021/jo00054a002