(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

Base Information

Chemical Name:(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol
CAS No.:617714-96-2
Molecular Formula:C₄₀H₇₂O₆Si₂
Molecular Weight:705.179
Hs Code.:

(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

Synonyms:(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

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Chemical Property of (2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

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Technology Process of (2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

There total 7 articles about (2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-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:

: C₅₀H₇₃BN₂O₆S₂Si₂

: 617714-87-1
((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde

: (2S,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

: 617714-96-2
(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

Guidance literature:: C₅₀H₇₃BN₂O₆S₂Si₂; ((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde; In dichloromethane; at -78 ℃; for 1.58333h; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane; at -78 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.020

Reference yield:

: 617714-87-1
((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde

: 617714-88-2
(3S,6S)-6,8-bis-(tert-butyldimethylsilanyloxy)-3-methyl-2-(tributylstannylmethyl)oct-1-ene

: (2S,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

: 617714-96-2
(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

Guidance literature:: (3S,6S)-6,8-bis-(tert-butyldimethylsilanyloxy)-3-methyl-2-(tributylstannylmethyl)oct-1-ene; With (R,R)-1,2-diamino-1,2-diphenylethane bis(sulfonamide); boron tribromide; In dichloromethane; at 20 ℃; for 10h;

((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde; In dichloromethane; at -78 ℃; for 1.5h;
DOI:10.1002/anie.200351817

Reference yield:

: 617715-06-7
(2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran

: 617714-96-2
(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / MeI; CaCO₃; H₂O / acetonitrile / 16 h

2.1: (R,R)-1,2-diamino-1,2-diphenylethane bis(sulfonamide); boron tribromide / CH₂Cl₂ / 10 h / 20 °C

2.2: CH₂Cl₂ / 1.5 h / -78 °C

With (R,R)-1,2-diamino-1,2-diphenylethane bis(sulfonamide); water; boron tribromide; calcium carbonate; methyl iodide; In dichloromethane; acetonitrile;
DOI:10.1002/anie.200351817