(3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

Base Information

Chemical Name:(3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol
CAS No.:99747-99-6
Molecular Formula:C₂₉H₃₂O₇
Molecular Weight:492.569
Hs Code.:

Synonyms:(3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

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Chemical Property of (3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

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Technology Process of (3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

There total 2 articles about (3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-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:

: 572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3
2,3,4,6-tetra-O-acetyl-D-mannopyranosyl bromide

: 99747-99-6
(3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / lutidine, tetra-n-butyl-ammonium / CHCl₃ / 24 h / 45 °C

2: 1.) sodium methoxide, 2.) diisopropylethylamine, 4 Angstroem molecualr sives / 1.) methanol, 25 deg C, 12 h, 2.) DMF, 25 deg C, 24 h

With teterabutylammonium; 4 Angstroem molecualr sives; lutidine; sodium methylate; N-ethyl-N,N-diisopropylamine; In chloroform;
DOI:10.1021/jo00352a012

Reference yield:

: 76-83-5
trityl chloride

: 28140-37-6
3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-β-D-mannopyranoside

: 99747-99-6
(3aS,5R,6S,7S,7aS)-2-Ethoxy-2-methyl-5-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

Guidance literature:: With 4 Angstroem molecualr sives; sodium methylate; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) methanol, 25 deg C, 12 h, 2.) DMF, 25 deg C, 24 h;
DOI:10.1021/jo00352a012