Methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone

Base Information

Chemical Name:Methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone
CAS No.:111834-02-7
Molecular Formula:C₂₃H₂₆O₇
Molecular Weight:414.455
Hs Code.:

Synonyms:Methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone

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Chemical Property of Methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone

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Technology Process of Methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone

There total 9 articles about Methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone 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:

: 22893-69-2,22893-72-7,73543-15-4,73610-17-0,123606-67-7,123606-68-8
Methyl (methyl-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

: 111834-02-7
methyl-4,8-di-O-benzyl-3-deoxy-α-D-manno-2-octulopyranosidino-1,5-lactone

Guidance literature:: Multi-step reaction with 6 steps

1: acid

2: dibutyltin oxide

3: quaternary ammonium halide

4: removal of the isopropylidene group

5: hydrogenolysis in neutral medium

With di(n-butyl)tin oxide; quaternary ammonium halide;
DOI:10.1016/S0040-4039(00)95935-5

Reference yield:

: 111833-99-9
methyl (methyl 3-deoxy-4,5:7,8-di-O-isopropylidene-α-D-manno-2-octulopyranosid)onate

: 111834-02-7
Methyl 4,8-di-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosidono-1,5-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 27 percent / trifluoroacetic acid / methanol; H₂O / 2 h / Ambient temperature

2: 1) dibutyltin oxide; 2) tetrabutylammoniun bromide, sodium iodide / 1) toluene, reflux, 8 h; 2) toluene, reflux, 15 h

With tetrabutylammomium bromide; di(n-butyl)tin oxide; trifluoroacetic acid; sodium iodide; In methanol; water;
DOI:10.1016/0008-6215(88)84114-4

Reference yield:

: 111833-93-3
(2R,4R,5R,6S)-6-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-4,5-dihydroxy-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 111834-02-7
methyl-4,8-di-O-benzyl-3-deoxy-α-D-manno-2-octulopyranosidino-1,5-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: dibutyltin oxide

2: quaternary ammonium halide

3: removal of the isopropylidene group

4: hydrogenolysis in neutral medium

With di(n-butyl)tin oxide; quaternary ammonium halide;
DOI:10.1016/S0040-4039(00)95935-5