(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol
CAS No.:134311-97-0
Molecular Formula:C₁₆H₂₂O₅
Molecular Weight:294.348
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

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Chemical Property of (2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

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Technology Process of (2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

There total 1 articles about (2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol 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: 45.0%

: 134311-68-5
C₁₈H₂₄O₅

: 107-18-6
allyl alcohol

: 134311-70-9
(2R,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

: 134311-97-0
(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

Guidance literature:: With acetyl chloride; for 72h; Ambient temperature;

Reference yield: 30.0%

: 108-24-7
acetic anhydride

: 134311-97-0
(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

: 134311-98-1
Acetic acid (2S,3R,4S,5S,6R)-2-allyloxy-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester

: 134311-89-0
Acetic acid (2S,3R,4R,5R,6R)-2-allyloxy-5-benzyloxy-3-hydroxy-6-methyl-tetrahydro-pyran-4-yl ester

: 134311-99-2
Acetic acid (2S,3R,4S,5R,6R)-3-acetoxy-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; for 0.333333h; Ambient temperature;

Reference yield:

: 134311-97-0
(2S,3R,4R,5S,6R)-2-Allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-3,4-diol

: 134357-76-9
Acetic acid (2S,3R,4S,5R,6R)-3-((2R,3R,4S,5R,6R)-4-acetoxy-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-allyloxy-5-benzyloxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 36 percent / DMAP, pyridine / CH₂Cl₂ / 0.33 h / Ambient temperature

2: 53 percent / BF₃*OEt₂, activated 4A molecular sieves / CH₂Cl₂ / 0.5 h / -20 °C

With pyridine; dmap; 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane;