{(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

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Chemical Name:{(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol
CAS No.:873292-77-4
Molecular Formula:C₂₄H₃₆O₆Si
Molecular Weight:448.632
Hs Code.:

Synonyms:{(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

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Chemical Property of {(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

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Technology Process of {(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

There total 3 articles about {(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol 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: 81.0%

: 873292-76-3
(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-[4-(1-methyl-siletan-1-yl)-phenyl]-hexahydro-pyrano[3,2-d][1,3]dioxine

: (2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-2-[4-(1-methyl-siletan-1-yl)-benzyloxymethyl]-tetrahydro-pyran-3-ol

: 873292-77-4
{(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 - -13 ℃; for 15h;
DOI:10.1021/jo052015r

Reference yield:

: 873292-73-0
4-(1-methylsilethanyl)benzaldehyde dimethyl acetal

: 873292-77-4
{(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / CSA / CH₂Cl₂ / 6.5 h / Heating

2: 81 percent / DIBAL-H / CH₂Cl₂ / 15 h / -78 - -13 °C

With camphor-10-sulfonic acid; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/jo052015r

Reference yield:

: 24856-58-4
1,1-dimethoxy-1-(4-bromophenyl)methane

: 873292-77-4
{(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Mg; I₂; 1,2-dibromoethane / tetrahydrofuran / 0 °C

1.2: 91 percent / tetrahydrofuran / 0 - 20 °C

2.1: 94 percent / CSA / CH₂Cl₂ / 6.5 h / Heating

3.1: 81 percent / DIBAL-H / CH₂Cl₂ / 15 h / -78 - -13 °C

With camphor-10-sulfonic acid; iodine; diisobutylaluminium hydride; magnesium; ethylene dibromide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo052015r