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

Base Information

• Chemical Name: (1S,2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butanol
• CAS No.: 308140-72-9
• Molecular Formula: C₂₃H₂₇NO₃SSi
• Molecular Weight: 425.624

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 4 articles about (1S,2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butanol 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: 62.0%

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

Guidance literature:

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1055/s-2000-7114

Reference yield:

2-{(S)-[(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-oxiranyl]-trimethylsilanyloxy-methyl}-thiazole (1027573-79-0) → (1S,2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butanol (308140-72-9)

Guidance literature:

With Amberlite IR 120; In methanol; at 20 ℃; for 6h;

DOI:10.1055/s-2000-7114

Reference yield:

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

Guidance literature:

With sodium tetrahydroborate; In methanol; at -78 ℃; for 1h;

DOI:10.1055/s-2000-7114

upstream raw materials:

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

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

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

Downstream raw materials:

(2S,3S,4R)-4-(tert-Butyloxycarbonylamino)-1-O-carbamoyl-2,3-dioxyisopropylidene-5-tert-butyldiphenylsilyloxypentanol

(2S,3S,4R)-4-(tert-Butyloxycarbonylamino)-2,3-dioxyisopropylidene-5-tert-butyldiphenylsilyloxypentanol

(1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

(2S,3S,4R)-4-Azido-2,3-dioxyisopropylidene-5-tert-butyldiphenylsilyloxypentanol

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