benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide

Base Information

Chemical Name:benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide
CAS No.:222425-34-5
Molecular Formula:C₃₅H₄₂N₂O₁₆
Molecular Weight:746.722
Hs Code.:

Synonyms:benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide

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Chemical Property of benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide

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Technology Process of benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide

There total 5 articles about benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide 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: 41.0%

: 222425-32-3
benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-phenoxycarbonyl-β-D-glucofuranosiduronamide

: 222425-34-5
benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide

Guidance literature:: With ammonia; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(98)01181-8

Reference yield:

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 222425-34-5
benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide

Guidance literature:: Multi-step reaction with 2 steps

1: 17 percent / BF₃*Et₂O / CH₂Cl₂ / 27 h / 20 °C

2: 41 percent / NH₃ / tetrahydrofuran / 18 h / 20 °C

With boron trifluoride diethyl etherate; ammonia; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(98)01181-8

Reference yield:

: 5-O-benzyl-3-O-phenoxycarbonyl-D-glucofuranosiduronamide

: 222425-34-5
benzyl (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-O-benzyl-3-O-carbamoyl-β-D-glucofuranosiduronamide

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / Dowex 50 WX₂ (H⁺ form) / 7 h / 20 °C

2: 17 percent / BF₃*Et₂O / CH₂Cl₂ / 27 h / 20 °C

3: 41 percent / NH₃ / tetrahydrofuran / 18 h / 20 °C

With Dowex 50 WX₂ (H⁺ form); boron trifluoride diethyl etherate; ammonia; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(98)01181-8