(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol
CAS No.:482647-00-7
Molecular Formula:C₃₅H₄₈O₆Si
Molecular Weight:592.848
Hs Code.:

Synonyms:(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

There total 6 articles about (2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-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: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 482646-99-1
(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-hydroxymethyl-tetrahydro-pyran-3-ol

: 482647-00-7
(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 24 ℃; for 3.5h;
DOI:10.1055/s-2002-34904

Reference yield: 97.0%

: 482647-04-1
4-[(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-yloxymethyl]-phenol

: 482647-00-7
(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 22 ℃; for 0.5h;
DOI:10.1055/s-2002-34904

Reference yield:

: 100-39-0
benzyl bromide

: 482647-00-7
(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-6-(2-benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaH; TBAI; t-BuOK / tetrahydrofuran / 20 h / 24 °C

2: 98 percent / aq. HCl / tetrahydrofuran / 17 h / 25 °C

3: 99 percent / DMAP; Et₃N / CH₂Cl₂ / 3.5 h / 24 °C

With hydrogenchloride; dmap; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2002-34904