4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

Base Information

Chemical Name:4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride
CAS No.:153804-94-5
Molecular Formula:C₅₅H₅₃ClN₄O₁₀
Molecular Weight:965.5
Hs Code.:

Synonyms:4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

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Chemical Property of 4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

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Technology Process of 4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

There total 4 articles about 4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride 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: 88.0%

: 158420-88-3
4-O-(2'-azido-3',4',6'-tri-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 153804-94-5
4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

Guidance literature:: With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1016/S0040-4039(00)61560-5

Reference yield:

: 89067-88-9
allyl-3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

: 153804-94-5
4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / BF₃-Et₂O, MS₄A / CH₂Cl₂ / 2 h / -20 °C

2: 84 percent / PdCl₂-NaOAc / acetic acid; H₂O / 3 h / 50 °C

3: 88 percent / oxalyl chloride / DMF / CH₂Cl₂ / 3 h / 0 °C

With oxalyl dichloride; boron trifluoride diethyl etherate; sodium acetate; palladium dichloride; N,N-dimethyl-formamide; In dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4039(00)61560-5

Reference yield:

: 99049-62-4
2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 153804-94-5
4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / BF₃-Et₂O, MS₄A / CH₂Cl₂ / 2 h / -20 °C

2: 84 percent / PdCl₂-NaOAc / acetic acid; H₂O / 3 h / 50 °C

3: 88 percent / oxalyl chloride / DMF / CH₂Cl₂ / 3 h / 0 °C

With oxalyl dichloride; boron trifluoride diethyl etherate; sodium acetate; palladium dichloride; N,N-dimethyl-formamide; In dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4039(00)61560-5