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

Base Information

• Chemical Name: (3S,4R,5S)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((R)-1-hydroxy-ethyl)-dihydro-furan-2-one
• CAS No.: 146328-53-2
• Molecular Formula: C₁₄H₁₉N₃O₃Si
• Molecular Weight: 305.409
• Mol file: 146328-53-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (3S,4R,5S)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((R)-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:

(E)-(2S,3S)-2-Azido-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid methyl ester (136824-24-3) → (3S,4R,5S)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((R)-1-hydroxy-ethyl)-dihydro-furan-2-one (146328-53-2)

Guidance literature:

With hydrogenchloride; osmium(VIII) oxide; trimethylamine-N-oxide; Yield given. Multistep reaction; 1) acetone, water, 0 deg C to r.t.;

DOI:10.1021/jo00054a002

Reference yield:

(3S,4R,5S)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((R)-1-hydroxy-ethyl)-dihydro-furan-2-one (146328-53-2) → (3S,4R,5S)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((R)-1-hydroxy-ethyl)-tetrahydro-furan-2-ol (1026943-12-3)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1021/jo00054a002

Reference yield:

(3S,4R,5S)-3-Azido-4-(dimethyl-phenyl-silanyl)-5-((R)-1-hydroxy-ethyl)-dihydro-furan-2-one (146328-53-2) → (R)-1-[(2S,3R,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

upstream raw materials:

(E)-(2S,3S)-2-Azido-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid methyl ester

Downstream raw materials:

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