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

Base Information

Chemical Name:(2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-hydroxyethyl)-4-(4-methoxy-benzyloxy)-3,5-dimethyltetrahydropyran
CAS No.:657389-52-1
Molecular Formula:C₂₀H₃₀O₄
Molecular Weight:334.456
Hs Code.:

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

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

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

There total 1 articles about (2R,3R,4R,5R,6S)-2-allyl-6-((S)-1-hydroxyethyl)-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: 75.0%

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

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

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 2h;
DOI:10.1039/b308305e

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:

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

: 657389-66-7
C₅₇H₉₅NO₁₀Si₂

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 6 h / -78 - 20 °C

2.1: OsO₄; aq. NMO / 2-methyl-propan-2-ol; acetone / 24 h / 20 °C

3.1: 90 mg / NaIO₄; silica / CH₂Cl₂ / 1.5 h

4.1: Bu₃P / dimethylformamide / 24 h / 20 °C

4.2: 99 percent / DBU / dimethylformamide / 0.5 h / 20 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tributylphosphine; silica gel; In dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 4.2: Wittig reaction;
DOI:10.1039/b308305e