(2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

Base Information

Chemical Name:(2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester
CAS No.:194015-55-9
Molecular Formula:C₄₃H₆₂O₁₁Si₂
Molecular Weight:811.13
Hs Code.:

(2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

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Chemical Property of (2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

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Technology Process of (2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

There total 1 articles about (2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester 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:

: 119437-83-1
Methyl-(benzyl-3-desoxy-7,8-O-(tetraisopropyldisiloxan-1,3-diyl)-β-D-manno-2-octulopyranosid)onat

: 824-94-2
p-methoxybenzyl chloride

: (2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 194015-55-9
(2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: With 4 A molecular sieve; tetrabutylammomium bromide; 1,1-dibenzotriazolo oxallate(DBTO); Yield given. Multistep reaction. Yields of byproduct given; 1.) toluene, reflux, 24 h, 2.) 90 deg C, 4.5 h;
DOI:10.1039/a700497d

Reference yield: 60.0%

: 135296-88-7
2,3,4,6,7-penta-O-acetyl-L-glycero-α-D-manno-heptopyranosyl trichloroacetimidate

: 194015-55-9
(2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

: 194015-57-1
C₆₀H₈₄O₂₂Si₂

Guidance literature:: With sodium iodide; at 65 ℃; for 1h;

Reference yield:

: 194015-55-9
(2S,4R,5R,6S)-2-Benzyloxy-5-hydroxy-4-(4-methoxy-benzyloxy)-6-((R)-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilepan-6-yl)-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

: 1053696-10-8
(2S,4R,5R,6R)-2-Benzyloxy-6-((R)-1,2-dihydroxy-ethyl)-4-(4-methoxy-benzyloxy)-5-[(2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-((S)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-2-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / 4 Angstroem molecular sieves, TMSOTf / CH₂Cl₂ / 1.) r.t., 90 min, 2.) 20 min

2: TBAF / tetrahydrofuran / 1 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1039/a700497d