1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol

Base Information

Chemical Name:1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol
CAS No.:1355251-72-7
Molecular Formula:C₂₃H₃₄N₂O₆S
Molecular Weight:466.599
Hs Code.:

Synonyms:1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol

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Chemical Property of 1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol

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Technology Process of 1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol

There total 4 articles about 1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol 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: 63.0%

: 2488-15-5
N-tert-butoxycarbonyl-L-methionine

: 909400-46-0
1,4:3,6-dianhydro-2-amino-2-deoxy-5-O-(phenylmethyl)-D-glucitol

: 1355251-72-7
1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.2174/157017812800233787

Reference yield:

: 853016-69-0
(3R,3aS,6R,6aR)-6-(benzyloxy)-3-[(4-methylphenyl)sulfonyloxy]hexahydrofuro[3,2-b]furan

: 1355251-72-7
1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide; 1-butyl-3-methylimidazolium Tetrafluoroborate / 120 °C

2: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h / 2062.71 Torr

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 20 °C

With dmap; sodium azide; 5%-palladium/activated carbon; hydrogen; dicyclohexyl-carbodiimide; 1-butyl-3-methylimidazolium Tetrafluoroborate; In ethanol; dichloromethane;
DOI:10.2174/157017812800233787

Reference yield:

: 72631-59-5
(3R,3aS,6R,6aR)-6-hydroxy-3-(4-methoxyphenyl)sulfonyloxyperhydrofuro[3,2-b]furan

: 1355251-72-7
1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-methionine)-D-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutylammomium bromide; potassium hydroxide / dichloromethane / 20 °C

2: sodium azide; 1-butyl-3-methylimidazolium Tetrafluoroborate / 120 °C

3: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h / 2062.71 Torr

4: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 20 °C

With dmap; sodium azide; 5%-palladium/activated carbon; tetrabutylammomium bromide; hydrogen; dicyclohexyl-carbodiimide; 1-butyl-3-methylimidazolium Tetrafluoroborate; potassium hydroxide; In ethanol; dichloromethane;
DOI:10.2174/157017812800233787