Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

Chemical Name:Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:225241-48-5
Molecular Formula:C₁₈H₂₂O₇
Molecular Weight:350.368
Hs Code.:

Synonyms:Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Chemical Property of Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Technology Process of Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 2 articles about Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 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: 100.0%

: 64-18-6
formic acid

: 131614-84-1
methyl 2-O-allyl-4,6-O-benzylidene-α-D-glucopyranoside

: 225241-48-5
Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: With dmap; acetic anhydride; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(98)00965-4

Reference yield:

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 225241-48-5
Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) Bu₂SnO / 1) toluene, 2) toluene

2: 100 percent / Ac₂O, Et₃N, DMAP / CH₂Cl₂

With dmap; acetic anhydride; di(n-butyl)tin oxide; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(98)00965-4

Reference yield:

: 225241-48-5
Formic acid (2R,4aR,6S,7R,8S,8aR)-7-allyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: Benzoic acid (2R,3R,4S,5R)-5-allyloxy-4-formyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃SiH, TFA / CH₂Cl₂

2: DMAP, pyridine

3: 46 percent / ZnI₂, nBu₄NI / 1,2-dichloro-ethane / 3 h / 60 °C

With pyridine; triethylsilane; dmap; tetra-(n-butyl)ammonium iodide; trifluoroacetic acid; zinc(II) iodide; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4039(98)00965-4