(-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine

Base Information

Chemical Name:(-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine
CAS No.:898567-49-2
Molecular Formula:C₁₇H₂₅BrN₂OSSi
Molecular Weight:413.454
Hs Code.:

Synonyms:(-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine

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Chemical Property of (-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine

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Technology Process of (-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine

There total 7 articles about (-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine 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: 99.0%

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

: 898567-49-2
(-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine

Guidance literature:: (+)-(1S,2S)-2-[1-azido-2-(tert-butyldimethylsilyloxy)-2-phenylethyl]-4-bromothiazole; With triphenylphosphine; In benzene; for 3h;

With water; In benzene; for 16h;
DOI:10.1021/jo060462g

Reference yield:

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

: 898567-49-2
(-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / triethylamine / CH₂Cl₂ / 1 h / -78 °C

2.1: 85 percent / HF*pyridine / 40 h

3.1: 76 percent / sodium azide / dimethylsulfoxide / 2 h / 65 °C

4.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

5.1: triphenylphosphine / benzene / 3 h

5.2: 99 percent / water / benzene / 16 h

With 2,6-dimethylpyridine; sodium azide; pyridine hydrogenfluoride; triethylamine; triphenylphosphine; In dichloromethane; dimethyl sulfoxide; benzene; 5.1: Staudinger reduction;
DOI:10.1021/jo060462g

Reference yield:

: 898567-43-6
(-)-(2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethanone

: 898567-49-2
(-)-(1S,2S)-1-(4-bromothiazol-2-yl)-2-(t-butyldimethylsilyloxy)-2-phenylethylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: L-selectride / tetrahydrofuran / 1 h / -78 °C

2.1: 89 percent / triethylamine / CH₂Cl₂ / 1 h / -78 °C

3.1: 85 percent / HF*pyridine / 40 h

4.1: 76 percent / sodium azide / dimethylsulfoxide / 2 h / 65 °C

5.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 2 h

6.1: triphenylphosphine / benzene / 3 h

6.2: 99 percent / water / benzene / 16 h

With 2,6-dimethylpyridine; sodium azide; L-Selectride; pyridine hydrogenfluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; benzene; 6.1: Staudinger reduction;
DOI:10.1021/jo060462g