2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside
CAS No.:503830-09-9
Molecular Formula:C₃₈H₄₅NO₉Si
Molecular Weight:687.862
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside

There total 1 articles about 2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-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: 83.0%

: 123-76-2
levulinic acid

: 117253-02-8
2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 503830-09-9
2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0008-6215(02)00295-1

Reference yield:

: 503830-09-9
2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside

: 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-D-glucopyranose

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0008-6215(02)00295-1

Reference yield:

: 503830-09-9
2-(trimethylsilyl)ethyl 3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranoside

: 208047-70-5
3,6-di-O-benzyl-2-deoxy-4-O-levulinoyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: CF₃COOH / CH₂Cl₂ / 1 h / 20 °C

2: 218 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 0 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0008-6215(02)00295-1