N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside

Base Information

Chemical Name:N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside
CAS No.:1421768-11-7
Molecular Formula:C₅₂H₅₈BrNO₁₀
Molecular Weight:936.937
Hs Code.:

Synonyms:N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside

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Chemical Property of N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside

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Technology Process of N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside

There total 10 articles about N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside 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: 39.0%

: 920958-49-2
benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester

: 1421767-97-6
(2-methyl-5-tert-butylphenyl) 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-1-thio-β-D-glucopyranoside

: 1421768-11-7
N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -10 - 0 ℃; for 3h; Inert atmosphere;

Reference yield:

: 604-69-3
β-D-glucose pentaacetate

: 1421768-11-7
N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: boron trifluoride diethyl etherate / dichloromethane / Inert atmosphere

2: sodium methylate / methanol / Inert atmosphere

3: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

4: 1H-imidazole / N,N-dimethyl-formamide / 4 h / Inert atmosphere

5: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

8: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 3 h / -78 °C / Inert atmosphere; Molecular sieve

9: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

10: trifluorormethanesulfonic acid; N-iodo-succinimide / dichloromethane / 3 h / -10 - 0 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1421758-31-7
(2-methyl-5-tert-butylphenyl) 1-thio-β-D-glucopyranoside

: 1421768-11-7
N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 2,6-di-O-benzyl-3-O-(4-bromobenzyl)-4-O-levulinoyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 4 h / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

5: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

6: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 3 h / -78 °C / Inert atmosphere; Molecular sieve

7: dmap; dicyclohexyl-carbodiimide / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

8: trifluorormethanesulfonic acid; N-iodo-succinimide / dichloromethane / 3 h / -10 - 0 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;