(2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran
CAS No.:557087-93-1
Molecular Formula:C₃₁H₃₆O₅
Molecular Weight:488.624
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

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Chemical Property of (2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

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Technology Process of (2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

There total 3 articles about (2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran 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:

: 100-39-0
benzyl bromide

: Acetic acid (2R,3R,5R,6S)-5-acetoxy-2-acetoxymethyl-4-allyl-6-methoxy-tetrahydro-pyran-3-yl ester

: 557087-93-1
(2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

: (2R,3R,4R,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

Guidance literature:: Acetic acid (2R,3R,5R,6S)-5-acetoxy-2-acetoxymethyl-4-allyl-6-methoxy-tetrahydro-pyran-3-yl ester; With sodium hydride; In methanol; at 20 ℃; for 2h;

benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; at 23 ℃; for 12h;
DOI:10.1021/jo030039x

Reference yield:

: 141020-20-4
Methyl-2,4,6-tri-O-acetyl-3-O-phenoxythiocarbonyl-α-D-galactopyranosid

: 557087-93-1
(2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: 64 percent / AIBN / benzene / 1.5 h / Heating

2.1: NaH / methanol / 2 h / 20 °C

2.2: NaH / dimethylformamide / 12 h / 23 °C

With 2,2'-azobis(isobutyronitrile); sodium hydride; In methanol; benzene;
DOI:10.1021/jo030039x

Reference yield:

: 118354-00-0
methyl 2,4,6-tri-O-acetyl-α-D-galactopyranoside

: 557087-93-1
(2R,3R,4S,5R,6S)-4-Allyl-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 94 percent / pyridine; DMAP; NHS / toluene / 1 h / 70 °C

2.1: 64 percent / AIBN / benzene / 1.5 h / Heating

3.1: NaH / methanol / 2 h / 20 °C

3.2: NaH / dimethylformamide / 12 h / 23 °C

With pyridine; dmap; 1-hydroxy-pyrrolidine-2,5-dione; 2,2'-azobis(isobutyronitrile); sodium hydride; In methanol; toluene; benzene;
DOI:10.1021/jo030039x