benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside
CAS No.:153804-99-0
Molecular Formula:C₆₃H₆₁ClN₂O₁₅
Molecular Weight:1121.63
Hs Code.:

benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Synonyms:benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

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Chemical Property of benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

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Technology Process of benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

There total 13 articles about benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-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: 76.0%

: 158420-81-6
benzyl 3-O-benzyl-2-deoxy-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

: 153804-98-9
3,6-di-O-benzyl-4-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

: 153804-99-0
benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -15 ℃; for 2.5h;
DOI:10.1016/S0040-4039(00)61560-5

Reference yield: 58.0%

: 153804-97-8
3,6-di-O-benzyl-4-O-chloroacetyl-2-deoxy-2-phthalimido-D-glucopyranosyl chloride

: 158420-81-6
benzyl 3-O-benzyl-2-deoxy-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

: 153804-99-0
benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at -10 ℃; for 10h;
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

: 153804-99-0
benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / pyridine / 0.5 h / 0 °C

2: 96 percent / PdCl₂-NaOAc / acetic acid; H₂O / 1 h / 70 °C

3: 85 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

4: 76 percent / BF₃-Et₂O, MS₄A / CH₂Cl₂ / 2.5 h / -15 °C

With boron trifluoride diethyl etherate; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In pyridine; dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4039(00)61560-5