(+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane

Base Information

Chemical Name:(+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane
CAS No.:898530-72-8
Molecular Formula:C₂₂H₂₉Br₂N₃O₂Si
Molecular Weight:555.385
Hs Code.:

Synonyms:(+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane

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Chemical Property of (+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane

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Technology Process of (+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane

There total 3 articles about (+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane 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:

: 898530-71-7
(-)-(2S)-3-azido-1-(4-benzyloxy-2,6-bromophenyl)propan-2-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 898530-72-8
(+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 50 ℃; for 6h;
DOI:10.1021/ja0619455

Reference yield:

: 898530-54-6
(-)-(2S)-1-(4-benzyloxy-2,6-dibromophenyl)-3-chloropropan-2-ol

: 898530-72-8
(+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: 12.8 g / NaN₃ / dimethylformamide / 9 h / 90 °C

2: 15.0 g / imidazole; DMAP / dimethylformamide / 6 h / 50 °C

With 1H-imidazole; dmap; sodium azide; In N,N-dimethyl-formamide;
DOI:10.1021/ja0619455

Reference yield:

: 556038-43-8
3,5-dibromo-4-iodophenol benzyl ether

: 898530-72-8
(+)-[(2S)-3-azido-1-(4-benzyloxy-2,6-dibromophenyl)propan-2-yloxy](tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / toluene / -78 - -75 °C

1.2: 93 percent / BF₃*OEt₂ / toluene / 0.08 h / -78 °C

2.1: 12.8 g / NaN₃ / dimethylformamide / 9 h / 90 °C

3.1: 15.0 g / imidazole; DMAP / dimethylformamide / 6 h / 50 °C

With 1H-imidazole; dmap; n-butyllithium; sodium azide; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0619455