(1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol

Base Information

Chemical Name:(1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol
CAS No.:306726-10-3
Molecular Formula:C₂₉H₃₇NO₄SSi
Molecular Weight:523.769
Hs Code.:

Synonyms:(1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol

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Chemical Property of (1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol

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Technology Process of (1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol

There total 6 articles about (1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-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:

: 65973-56-0
(S,S)-2,3-bis-allyloxy-butane-1,4-diol

: 306726-10-3
(1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / NaH; Bu₄NI / tetrahydrofuran / 4 h / 0 - 25 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - -40 °C

3.1: TMS / -40 - 0 °C

3.2: PPTS; MeOH / 0 - 25 °C

With oxalyl dichloride; tetramethylsilane; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Etherification / 2.1: Oxidation / 3.1: Addition / 3.2: Solvolysis;
DOI:10.1002/(SICI)1521-3773(19991115)38:22<3340::AID-ANIE3340>3.0.CO;2-2

Reference yield:

: 65973-54-8
(2R,3R)-2,3-Bis-allyloxy-succinic acid diethyl ester

: 306726-10-3
(1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / LAH / diethyl ether / 25 - 35 °C

2.1: 90 percent / NaH; Bu₄NI / tetrahydrofuran / 4 h / 0 - 25 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - -40 °C

4.1: TMS / -40 - 0 °C

4.2: PPTS; MeOH / 0 - 25 °C

With lithium aluminium tetrahydride; oxalyl dichloride; tetramethylsilane; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Reduction / 2.1: Etherification / 3.1: Oxidation / 4.1: Addition / 4.2: Solvolysis;
DOI:10.1002/(SICI)1521-3773(19991115)38:22<3340::AID-ANIE3340>3.0.CO;2-2

Reference yield:

: 306726-09-0
(2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol

: 306726-10-3
(1R,2S,3S)-2,3-Bis-allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-thiazol-2-yl-butan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 4 h / -78 - -40 °C

2.1: TMS / -40 - 0 °C

2.2: PPTS; MeOH / 0 - 25 °C

With oxalyl dichloride; tetramethylsilane; dimethyl sulfoxide; triethylamine; In dichloromethane; 1.1: Oxidation / 2.1: Addition / 2.2: Solvolysis;
DOI:10.1002/(SICI)1521-3773(19991115)38:22<3340::AID-ANIE3340>3.0.CO;2-2