(2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

Base Information

• Chemical Name: (2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane
• CAS No.: 136258-94-1
• Molecular Formula: C₂₂H₂₈O₄Si
• Molecular Weight: 384.547
• Mol file: 136258-94-1.mol

Synonyms:(2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

Chemical Property of (2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

There total 3 articles about (2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane 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: 100.0%

(2S,3R)-4-Acetoxy-2,3-epoxybutan-1-ol (136258-92-9) + tert-butylchlorodiphenylsilane (58479-61-1) → (2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane (136258-94-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1992-26290

Reference yield:

Butyric acid (2R,3S)-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl ester → (2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane (136258-94-1)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / methanol

2: DMAP

With dmap; potassium carbonate; In methanol;

DOI:10.1016/0040-4039(91)80682-V

Reference yield:

acetic anhydride (108-24-7) + erythro-(2R,3S)-4-(tert-butyldimethylsiloxy)-2,3-epoxy-1-butanol (131484-41-8) → (2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane (136258-94-1)

Guidance literature:

With dmap;

DOI:10.1016/0040-4039(91)80682-V

upstream raw materials:

acetic anhydride

erythro-(2R,3S)-4-(tert-butyldimethylsiloxy)-2,3-epoxy-1-butanol

(2S,3R)-4-Acetoxy-2,3-epoxybutan-1-ol

tert-butylchlorodiphenylsilane

Downstream raw materials:

(2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxybutyl tosylate

(2S,3R)-1-tert-Butyldiphenylsilyloxy-2,3-epoxytetradecane

(2S,3R)-1-tert-Butyldiphenylsilyloxy-2,3-epoxy-8-methylnonane

erythro-(2R,3S)-4-(tert-butyldimethylsiloxy)-2,3-epoxy-1-butanol