(2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one

Base Information

• Chemical Name: (2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one
• CAS No.: 308140-87-6
• Molecular Formula: C₂₃H₂₅NO₃SSi
• Molecular Weight: 423.608
• Mol file: 308140-87-6.mol

Synonyms:(2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one

Chemical Property of (2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one

There total 3 articles about (2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-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: 94.0%

(1S,2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butanol (308140-72-9) → (2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one (308140-87-6)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; at 20 ℃; for 12h;

DOI:10.1055/s-2000-7114

Reference yield:

(2R,3R)-4-(tert-Butyldiphenylsilyloxy)-2,3-epoxybutan-1-al (131380-35-3) → (2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one (308140-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 12.33 h / -30 - 20 °C

2: Amberlite IR 120 / methanol / 6 h / 20 °C

3: 94 percent / DMSO; Ac₂O / 12 h / 20 °C

With Amberlite IR 120; acetic anhydride; dimethyl sulfoxide; In methanol; dichloromethane; 1: Addition / 2: Substitution / 3: Oxidation;

DOI:10.1055/s-2000-7114

Reference yield:

2-{(S)-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranyl]-trimethylsilanyloxy-methyl}-thiazole (1027573-79-0) → (2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one (308140-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Amberlite IR 120 / methanol / 6 h / 20 °C

2: 94 percent / DMSO; Ac₂O / 12 h / 20 °C

With Amberlite IR 120; acetic anhydride; dimethyl sulfoxide; In methanol; 1: Substitution / 2: Oxidation;

DOI:10.1055/s-2000-7114

upstream raw materials:

(1S,2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butanol

(2R,3R)-4-(tert-Butyldiphenylsilyloxy)-2,3-epoxybutan-1-al

2-{(S)-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranyl]-trimethylsilanyloxy-methyl}-thiazole

Downstream raw materials:

(1S,2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butanol

(4R,5S)-5-[(R)-1-Azido-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

(4S,5S)-5-[(R)-1-Azido-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

(1S,3R)-4-tert-Butyldiphenylsilyloxy-1,3-dihydroxy-1-(thiazol-2-yl)butane