(2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol

Base Information

Chemical Name:(2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol
CAS No.:195304-42-8
Molecular Formula:C₄₀H₅₂O₆Si
Molecular Weight:656.935
Hs Code.:

Synonyms:(2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol

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Chemical Property of (2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol

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Technology Process of (2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol

There total 5 articles about (2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 195304-41-7
(2S,3S,4R,5R)-2,3,5,6-Tetrakis-benzyloxy-hexane-1,4-diol

: 195304-42-8
(2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10407-5

Reference yield:

: 100-39-0
benzyl bromide

: 195304-42-8
(2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NaH / dimethylformamide / 5 h / Ambient temperature

2: 96 percent / 2N H₂SO₄ / acetic acid / 12 h / 60 °C

3: 90 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

4: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; sulfuric acid; sodium hydride; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)10407-5

Reference yield:

: 55902-93-7
methyl 3,5,6-tri-O-benzyl-α,β-D-glucofuranoside

: 195304-42-8
(2R,3R,4S,5S)-1,2,4,5-Tetrakis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-hexan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NaH / dimethylformamide / 5 h / Ambient temperature

2: 96 percent / 2N H₂SO₄ / acetic acid / 12 h / 60 °C

3: 90 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

4: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; sulfuric acid; sodium hydride; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)10407-5