4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Base Information

Chemical Name:4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose
CAS No.:146626-72-4
Molecular Formula:C₄₃H₄₆N₄O₁₁
Molecular Weight:794.858
Hs Code.:

Synonyms:4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Chemical Property of 4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Technology Process of 4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

There total 8 articles about 4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 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: 91.0%

: 55682-57-0
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 146626-70-2
6-O-acetyl-3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

: 146626-72-4
4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In toluene; at -78 - -20 ℃; for 1h;
DOI:10.1039/P19920003163

Reference yield:

: 55682-48-9
1,6-anhydro-2-azido-3,4-di-O-benzyl-2-deoxy-D-glucopyranose

: 146626-72-4
4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / TiCl₄ / CH₂Cl₂ / 0.75 h / Ambient temperature

2: 91 percent / activated molecular sieves (4 Angstroem), BF₃*Et₂O / toluene / 1 h / -78 - -20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; titanium tetrachloride; In dichloromethane; toluene;
DOI:10.1039/P19920003163

Reference yield:

: 139437-39-1
1,6-anhydro-2-deoxy-2-iodo-β-D-glucopyranose

: 146626-72-4
4-O-(6-O-Acetyl-2-benzyloxycarbonylamino-2-deoxy-3,4-di-O-benzyl-β-D-glucopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / NaN₃ / dimethylformamide; H₂O / 2 h / 120 °C

2: 97 percent / Ba(OH)2 / dimethylformamide / Ambient temperature

3: 82 percent / TiCl₄ / CH₂Cl₂ / 0.75 h / Ambient temperature

4: 91 percent / activated molecular sieves (4 Angstroem), BF₃*Et₂O / toluene / 1 h / -78 - -20 °C

With barium dihydroxide; sodium azide; 4 A molecular sieve; boron trifluoride diethyl etherate; titanium tetrachloride; In dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1039/P19920003163