(2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal

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Chemical Name:(2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal
CAS No.:1197360-33-0
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal

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Chemical Property of (2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal

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Technology Process of (2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal

There total 2 articles about (2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal 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%

: 1197360-45-4
C₁₈H₂₈O₄

: 1197360-33-0
(2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 6h;
DOI:10.1021/jo901913h

Reference yield:

: 1197360-31-8
C₁₇H₂₂O₄

: 1197360-33-0
(2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal

Guidance literature:: C₁₇H₂₂O₄; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 6h;
DOI:10.1016/j.tetlet.2010.05.148

Reference yield: 90.0%

: 5162-44-7
1-bromo-4-butene

: 1197360-33-0
(2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal

: 1197360-37-4
(2R,3S)-2-((2R,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyltetrahydro-2H-pyran-2-yl)hept-6-en-3-ol

Guidance literature:: 1-bromo-4-butene; With magnesium; In tetrahydrofuran;

(2S)-2-((2S,3R,4S,5S)-4-(benzyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-2H-pyran-2-yl)propanal; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; at -78 - 20 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo901913h