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

Base Information

Chemical Name:(2S,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran
CAS No.:181777-23-1
Molecular Formula:C₃₉H₄₄O₈
Molecular Weight:640.774
Hs Code.:

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

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

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

There total 9 articles about (2S,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-4,5-bis-(4-methoxy-benzyloxy)-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: 77.0%

: 824-94-2
p-methoxybenzyl chloride

: 169822-03-1
allyl 2,6-di-O-benzyl-α-D-glucopyranoside

: 181777-23-1
(2S,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/S0008-6215(00)00175-0

Reference yield:

: 7464-56-4,821794-45-0
1-O-allyl-α-D-glucopyranoside

: 181777-23-1
(2S,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 2 h / 0 °C

2: p-toluenesulfonic acid / tetrahydrofuran / 2 h / 20 °C

3: NaOH / methanol / 1 h / Heating

4: NaH / dimethylformamide / 1.5 h / 0 - 20 °C

5: 1M HCl / 0.5 h

6: 77 percent / NaH / dimethylformamide / 12 h / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution / 3: Hydrolysis / 4: Etherification / 5: Hydrolysis / 6: Etherification;
DOI:10.1016/S0008-6215(00)00175-0

Reference yield:

: 100-39-0
benzyl bromide

: 181777-23-1
(2S,3R,4S,5R,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-4,5-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 1.5 h / 0 - 20 °C

2: 1M HCl / 0.5 h

3: 77 percent / NaH / dimethylformamide / 12 h / 20 °C

With hydrogenchloride; sodium hydride; In N,N-dimethyl-formamide; 1: Etherification / 2: Hydrolysis / 3: Etherification;
DOI:10.1016/S0008-6215(00)00175-0