methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate

Base Information

Chemical Name:methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate
CAS No.:649571-85-7
Molecular Formula:C₂₃H₃₁NO₈
Molecular Weight:449.501
Hs Code.:

Synonyms:methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate

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Technology Process of methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate

There total 1 articles about methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate 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: 71.0%

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 191997-37-2,147455-48-9
(Z)-N-benzyl-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-ylidene)amine N-oxide

: 649571-85-7
methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate

Guidance literature:: In toluene; at 35 ℃; for 3h;
DOI:10.1016/j.tetasy.2005.10.023

Reference yield: 90.0%

: 649571-85-7
methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate

: 649571-92-6
5-[(3R,5R)-1-benzyl-3-hydroxy-2-oxo-5-pyrrolidinyl]-1,2:3,4-di-O-isopropylidene-α-D-galacto-pentopyranose

Guidance literature:: With water; acetic acid; zinc; In tetrahydrofuran; at 60 ℃; for 5h;
DOI:10.1016/j.tetasy.2003.08.027

Reference yield:

: 649571-85-7
methyl (2R,3R,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galactopentopyranos-5-yl)isoxazolidine-5-carboxylate

: (2R,4R)-1-benzyl-4-hydroxy-2-(D-galactopentos-5-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 18 percent / Mo(CO)6 / acetonitrile; H₂O / 7 h / Heating

2: 99 percent / LiAlH₄ / diethyl ether / 3 h / Heating

3: 96 percent / trifluoroacetic acid / 15 h / 20 °C

With lithium aluminium tetrahydride; hexacarbonyl molybdenum; trifluoroacetic acid; In diethyl ether; water; acetonitrile;
DOI:10.1016/j.tetasy.2005.10.023