(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Base Information

Chemical Name:(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran
CAS No.:182167-83-5
Molecular Formula:C₂₈H₃₆O₈
Molecular Weight:500.589
Hs Code.:

Synonyms:(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Chemical Property of (3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Technology Process of (3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

There total 1 articles about (3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]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: 86.0%

: 85207-16-5
allyl 2,3-O-isopropylidene-α-D-mannopyranoside

: 824-94-2
p-methoxybenzyl chloride

: 182167-83-5
(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 2h; Ambient temperature;
DOI:10.1080/07328309608005684

Reference yield: 82.0%

: 182167-83-5
(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

: 182167-84-6
(2S,3S,4R,5S,6R)-2-Allyloxy-5-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3,4-diol

Guidance literature:: With acetic acid; at 60 ℃; for 0.75h;
DOI:10.1080/07328309608005684

Reference yield:

: 182167-83-5
(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

: 182167-90-4
Allyl 2-O-benzoyl-3-O-(4-O-benzoyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / 80percent aq. AcOH / 0.75 h / 60 °C

2: 83 percent / p-TsOH*H₂O / acetonitrile / 0.5 h / Ambient temperature

3: molecular sieves 4 Angstroem, iodonium di-sym-collidine triflate / diethyl ether / 1.) r.t., 30 min, 2.) 0 deg C to r.t., 2 h

4: 74 percent / 0.5 N HCl / methanol / 0.75 h / 60 °C

With hydrogenchloride; iodonium di(2,4,6-collidinium) triflate; 4 A molecular sieve; toluene-4-sulfonic acid; acetic acid; In methanol; diethyl ether; acetonitrile;
DOI:10.1080/07328309608005684