1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Base Information

Chemical Name:1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol
CAS No.:429679-57-2
Molecular Formula:C₂₉H₄₁BrO₄Si
Molecular Weight:561.632
Hs Code.:

Synonyms:1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

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Chemical Property of 1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

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Technology Process of 1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

There total 1 articles about 1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol 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: 93.0%

: 100-39-0
benzyl bromide

: 294637-61-9
1,5-anhydro-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

: 429679-57-2
1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1002/1099-0690(200203)2002:5<826::AID-EJOC826>3.0.CO;2-2

Reference yield: 87.0%

: 821-09-0
n-Pent-4-enyl alcohol

: 429679-57-2
1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

: 429679-58-3
4-pentenyl 4-O-benzyl-3-O-(4-bromobenzyl)-6-O-triisopropylsilyl-β-D-glucopyranoside

Guidance literature:: 1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol; With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 ℃; for 0.25h;

n-Pent-4-enyl alcohol; With zinc(II) chloride; In diethyl ether; dichloromethane; at 20 ℃; for 16h; Further stages.;
DOI:10.1002/1099-0690(200203)2002:5<826::AID-EJOC826>3.0.CO;2-2

Reference yield:

: 429679-57-2
1,5-anhydro-4-O-benzyl-3-O-(4-bromobenzyl)-2-deoxy-6-O-triisopropylsilyl-D-arabino-hex-1-enitol

: 429679-64-1
4-pentenyl 4-O-benzyl-3-O-(4-bromobenzyl)-6-O-triisopropylsilyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyldioxirane / CH₂Cl₂; acetone / 0.25 h / 0 °C

1.2: 87 percent / ZnCl₂ / diethyl ether; CH₂Cl₂ / 16 h / 20 °C

2.1: DMSO; Ac₂O / toluene / 48 h / 20 °C

3.1: NaBH₄ / CH₂Cl₂; methanol / 16 h / 20 °C

With sodium tetrahydroborate; 3,3-dimethyldioxirane; acetic anhydride; dimethyl sulfoxide; In methanol; dichloromethane; acetone; toluene;
DOI:10.1002/1099-0690(200203)2002:5<826::AID-EJOC826>3.0.CO;2-2