N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

Base Information

Chemical Name:N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol
CAS No.:339989-80-9
Molecular Formula:C₄₀H₄₇NO₈
Molecular Weight:669.815
Hs Code.:

Synonyms:N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

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Chemical Property of N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

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Technology Process of N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

There total 5 articles about N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol 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: 80.0%

: 339989-78-5
N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-1'-O-tert-butyldimethylsilyl-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

: 339989-80-9
N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(01)00242-8

Reference yield:

: 157363-85-4
1,2:5,6-Dianhydro-3,4-di-O-benzyl-D-mannitol

: 339989-80-9
N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaN₃; silica gel / acetonitrile / 48 h / Heating

2: 95 percent / imidazole / dimethylformamide / 15 h / 20 °C

3: 95 percent / H₂ / Pd black / ethyl acetate / 1 h / 20 °C / 760 Torr

4: 30 percent / methanol / 192 h / 20 °C

5: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 10 h / 20 °C

With 1H-imidazole; sodium azide; tetrabutyl ammonium fluoride; hydrogen; silica gel; palladium; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(03)00257-6

Reference yield:

: 171973-88-9
2,5-anhydro-6-azido-3,4-di-O-benzyl-6-deoxy-D-glucitol

: 339989-80-9
N-[6'-(2',5'-anhydro-3',4'-di-O-benzyl-6'-deoxy-D-glucitol)]-3,4-di-O-benzyl-1,5-dideoxy-1,5-imino-L-gulitol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / imidazole / dimethylformamide / 15 h / 20 °C

2: 95 percent / H₂ / Pd black / ethyl acetate / 1 h / 20 °C / 760 Torr

3: 30 percent / methanol / 192 h / 20 °C

4: 80 percent / tetrabutylammonium fluoride / tetrahydrofuran / 10 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; hydrogen; palladium; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00257-6