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

Base Information

Chemical Name:1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-tryptophan)-D-glucitol
CAS No.:1355251-74-9
Molecular Formula:C₂₉H₃₅N₃O₆
Molecular Weight:521.613
Hs Code.:

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

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

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

There total 5 articles about 1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-tryptophan)-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: 67.0%

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

: 13139-14-5
Boc-Trp-OH

: 1355251-74-9
1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-tryptophan)-D-glucitol

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

Reference yield:

: 909400-45-9
1,4:3,6-dianhydro-2-azido-2-deoxy-5-O-(phenylmethyl)-D-glucitol

: 1355251-74-9
1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-tryptophan)-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h / 2062.71 Torr

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

With dmap; 5%-palladium/activated carbon; hydrogen; dicyclohexyl-carbodiimide; In ethanol; dichloromethane;
DOI:10.2174/157017812800233787

Reference yield:

: 641-74-7
1,4:3,6-dianhydro-D-mannitol

: 1355251-74-9
1,4:3,6-dianhydro-5-O-(benzyl)-2-N-(N-t-butoxycarbonyl-L-tryptophan)-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / dichloromethane / 0 - 20 °C

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

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

4: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h / 2062.71 Torr

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

With pyridine; 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