(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

Base Information

Chemical Name:(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran
CAS No.:657389-88-3
Molecular Formula:C₂₆H₄₄O₄Si
Molecular Weight:448.718
Hs Code.:

Synonyms:(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

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Chemical Property of (2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

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Technology Process of (2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

There total 2 articles about (2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran 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: 95.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 657389-52-1
(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-hydroxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

: 657389-88-3
(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20 ℃; for 6h;
DOI:10.1039/b308305e

Reference yield:

: (2R,3R,4R,5R)-2-allyl-6-(oxiranyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

: 657389-88-3
(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / LiAlH₄ / diethyl ether / 2 h

2: 95 percent / 2,6-lutidine / CH₂Cl₂ / 6 h / -78 - 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;
DOI:10.1039/b308305e

Reference yield:

: 657389-88-3
(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-tert-butyldimethylsilanyloxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran

: 3-[(2R,3S,4S,5R,6R)-6-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In acetone; tert-butyl alcohol; at 20 ℃; for 24h;
DOI:10.1039/b308305e