(+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole

Base Information

Chemical Name:(+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole
CAS No.:898567-48-1
Molecular Formula:C₁₇H₂₃BrN₄OSSi
Molecular Weight:439.451
Hs Code.:

Synonyms:(+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole

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Chemical Property of (+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole

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Technology Process of (+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole

There total 6 articles about (+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole 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%

: 898567-47-0
(+)-(1S,2S)-2-azido-2-(4-bromothiazol-2-yl)-1-phenylethanol

: 69739-34-0
t-butyldimethylsiyl triflate

: 898567-48-1
(+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 2h;
DOI:10.1021/jo060462g

Reference yield: 42.0%

: 898567-45-8
(+)-(1R,2S)-methanesulfonic acid 1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethyl ester

: 898567-48-1
(+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 90 ℃; for 14h;
DOI:10.1021/jo060462g

Reference yield:

: 898567-44-7
(+)-(1R,2S)-1-(4-bromothiazol-2-yl)-2-(tert-butyldimethylsilyloxy)-2-phenylethanol

: 898567-48-1
(+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / triethylamine / CH₂Cl₂ / 1 h / -78 °C

2: 85 percent / HF*pyridine / 40 h

3: 76 percent / sodium azide / dimethylsulfoxide / 2 h / 65 °C

4: 100 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

With 2,6-dimethylpyridine; sodium azide; pyridine hydrogenfluoride; triethylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo060462g