4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

Base Information

Chemical Name:4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol
CAS No.:191923-28-1
Molecular Formula:C₃₁H₅₅NO₆SSi₃
Molecular Weight:654.103
Hs Code.:

4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

Synonyms:4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

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Chemical Property of 4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

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Technology Process of 4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

There total 2 articles about 4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol 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:

: 87407-95-2
<(2S,3R,4R,5S)-3,4-bis<(trimethylsilyl)oxy>-5-<(2S,3S,4S,5S)-2,3-epoxy-5-<(trimethylsilyl)oxy>-4-methylhexyl>tetrahydropyran-2-yl>acetone

: 191923-28-1
4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) triethylamine, (trimethylsilyl)trifluoromethanesulfonate, 2.) N-bromosuccinimide / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) CH₂Cl₂, RT, 30 min

2: triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1021/jm960738k

Reference yield:

: 2227-79-4
benzenecarbothioamide

: 1054660-21-7
1-Bromo-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propan-2-one

: 191923-28-1
4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

Guidance literature:: With triethylamine; In dichloromethane; for 2h; Yield given; Ambient temperature;
DOI:10.1021/jm960738k

Reference yield:

: 191923-28-1
4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-4,5-dihydro-thiazol-4-ol

: 169603-72-9
4-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-2-phenyl-thiazole

Guidance literature:: With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 1h; Yield given;
DOI:10.1021/jm960738k