[(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

Base Information

Chemical Name:[(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone
CAS No.:104017-12-1
Molecular Formula:C₅₂H₈₂O₁₁Si₃
Molecular Weight:967.473
Hs Code.:

[(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

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Chemical Property of [(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

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Technology Process of [(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

There total 5 articles about [(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone 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:

: 104039-26-1
[(2S,4R,5R,6R)-2-Benzenesulfonyl-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-((3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

: 104017-12-1
[(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

: 104016-99-1,104153-41-5
[(2S,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

Guidance literature:: With lithium dihydronaphthylide radical; In tetrahydrofuran; at -100 ℃; for 0.166667h; Yield given;
DOI:10.1016/S0040-4039(00)95050-0

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 104017-12-1
[(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

Guidance literature:: Multi-step reaction with 5 steps

1: Ambient temperature; Jones oxidation

2: (COCl)2, pyridine / tetrahydrofuran / 0.5 h / 0 °C

3: pyridine / tetrahydrofuran / 0.5 h / Ambient temperature

5: lithium naphtalenide / tetrahydrofuran / 0.17 h / -100 °C

With pyridine; oxalyl dichloride; lithium dihydronaphthylide radical; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)95050-0

Reference yield:

: 78890-71-8
Methyl 2,3,4-tri-O-benzyl-α-D-glucopyranuronosyl chloride

: 104017-12-1
[(2R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-tetrahydro-pyran-2-yl]-((2S,3S,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / tetrahydrofuran / 0.5 h / Ambient temperature

3: lithium naphtalenide / tetrahydrofuran / 0.17 h / -100 °C

With pyridine; lithium dihydronaphthylide radical; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)95050-0