2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol

Base Information

Chemical Name:2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol
CAS No.:922163-68-6
Molecular Formula:C₅₄H₆₀N₂O₅Si
Molecular Weight:845.166
Hs Code.:

2,3,5-tris-benzyloxy-4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-(1-trityl-1<i>H</i>-imidazol-2-yl)-pentan-1-ol

Synonyms:2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol

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Chemical Property of 2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol

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Technology Process of 2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol

There total 4 articles about 2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-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:

: 922499-10-3
(2R,3S,4S)-2,3,5-Tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pentan-1-ol

: 922163-68-6
2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1 h / -60 - 0 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -20 - 20 °C

2.2: tetrahydrofuran / 1 h / -78 - 20 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation;
DOI:10.1021/ja066743n

Reference yield:

: 135910-13-3
(3R,4R,5R)-3,4,6-tris(benzyloxy)hexane-1,5-diol

: 922163-68-6
2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 50 °C

2.1: water; trifluoroacetic acid / chloroform / 0.17 h / 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -60 °C

3.2: 0.17 h / -60 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; water; dimethyl sulfoxide; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide;

Reference yield:

: C₃₈H₅₈O₅Si₂

: 922163-68-6
2,3,5-tris-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-(1-trityl-1H-imidazol-2-yl)-pentan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; trifluoroacetic acid / chloroform / 0.17 h / 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -60 °C

2.2: 0.17 h / -60 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

With n-butyllithium; oxalyl dichloride; water; dimethyl sulfoxide; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; chloroform;