[(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Base Information

Chemical Name:[(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol
CAS No.:779356-92-2
Molecular Formula:C₂₇H₃₆O₄
Molecular Weight:424.58
Hs Code.:

Synonyms:[(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

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Chemical Property of [(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

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Technology Process of [(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

There total 11 articles about [(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-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: 100.0%

: 779356-91-1
(2R,3R,4R,5S,6R)-3,4-Bis-benzyloxy-2-((Z)-hex-3-enyl)-6-(4-methoxy-phenoxymethyl)-5-methyl-tetrahydro-pyran

: 779356-92-2
[(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 0.05h;
DOI:10.1021/ol048418f

Reference yield: 94.0%

: 1061360-66-4
C₃₇H₄₂O₅Si

: 43125-21-9
(Z)-hex-3-en-1-ylmagnesium bromide

: 779356-92-2
[(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: C₃₇H₄₂O₅Si; (Z)-hex-3-en-1-ylmagnesium bromide; In tetrahydrofuran; at -78 - 0 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran;

With triethylsilane; boron trifluoride diethyl etherate; In acetonitrile; at -40 - 0 ℃; for 1.75h; Inert atmosphere;
DOI:10.1021/ol801792k

Reference yield:

: C₄₃H₅₄O₅Si

: 779356-92-2
[(2R,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-((Z)-hex-3-enyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: C₄₃H₅₄O₅Si; With triethylsilane; boron trifluoride diethyl etherate; In acetonitrile; at -40 - 0 ℃; for 1.75h; Inert atmosphere;

With water; sodium hydrogencarbonate; In acetonitrile;
DOI:10.1016/j.tet.2009.04.003