tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane

Base Information

Chemical Name:tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane
CAS No.:774599-37-0
Molecular Formula:C₄₅H₆₀O₉Si
Molecular Weight:773.052
Hs Code.:

Synonyms:tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane

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Chemical Property of tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane

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Technology Process of tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane

There total 7 articles about tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane 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: 85.0%

: 774599-24-5
(3R,4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-1,3,4,5-tetrakis-(4-methoxy-benzyloxy)-hexan-2-one

: 1779-49-3
Methyltriphenylphosphonium bromide

: 774599-37-0
tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;
DOI:10.1021/ol0490779

Reference yield:

: 864738-48-7
2,3,4,6-tetra-O-4-methoxybenzyl-D-galactopyranose

: 774599-37-0
tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / NaBH₄ / methanol / 0 - 20 °C

2.1: 98 percent / imidazole / dimethylformamide / 0.08 h / 0 °C

3.1: oxalyl chloride / CH₂Cl₂; dimethylsulfoxide / 1 h / -78 °C

3.2: 88 percent / Et₃N / 0.67 h / -78 °C

4.1: 85 percent / n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: Swern oxidation;
DOI:10.1021/ol0490779

Reference yield:

: 774599-35-8
4-methylphenyl 2,3,4,6-tetra-O-[(4-methoxybenzyl)]-1-thio-β-D-galactopyranoside

: 774599-37-0
tert-Butyl-dimethyl-[(2S,3S,4S)-2,3,4-tris-(4-methoxy-benzyloxy)-5-(4-methoxy-benzyloxymethyl)-hex-5-enyloxy]-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / N-bromosuccinimide / acetone; H₂O / 1 h / 0 °C

2.1: 95 percent / NaBH₄ / methanol / 0 - 20 °C

3.1: 98 percent / imidazole / dimethylformamide / 0.08 h / 0 °C

4.1: oxalyl chloride / CH₂Cl₂; dimethylsulfoxide / 1 h / -78 °C

4.2: 88 percent / Et₃N / 0.67 h / -78 °C

5.1: 85 percent / n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 4.1: Swern oxidation;
DOI:10.1021/ol0490779