(2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside

Base Information

Chemical Name:(2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside
CAS No.:213020-78-1
Molecular Formula:C₆₄H₇₂O₁₅Si
Molecular Weight:1121.22
Hs Code.:

Synonyms:(2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside

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Chemical Property of (2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside

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Technology Process of (2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside

There total 5 articles about (2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]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: 84.0%

: (2-trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-[13C6]glucopyranoside

: 213020-75-8
methyl 2,3,6-di-O-benzyl-4-O-levulinoyl-1-thio-β-D-[13C6]galactopyranoside

: 213020-78-1
(2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside

Guidance literature:: With N-phenylselanylphthalimide; trimethylsilyl trifluoroacetate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00577-8

Reference yield:

: methyl 2,3-di-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-[¹³C₆]glucopyranoside

: 213020-78-1
(2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 5 h / 0 - 20 °C

2: 91 percent / pyridine / 4-DMAP / 14 h / 70 °C

3: 99 percent / 18-crown-6 / toluene / 18 h / Heating

4: 84 percent / N-(phenylseleno)phthalimide; CF₃CO₂Si(CH₃)3 / CH₂Cl₂ / 1 h / 0 °C

With pyridine; triethylsilane; N-phenylselanylphthalimide; 18-crown-6 ether; trimethylsilyl trifluoroacetate; trifluoroacetic acid; dmap; In dichloromethane; toluene; 1: Ring cleavage / 2: Acylation / 3: Acylation / 4: Condensation;
DOI:10.1016/S0040-4020(98)00577-8

Reference yield:

: 213020-72-5
methyl 2,3-di-O-benzoyl-6-O-benzyl-1-thio-β-D-[13C6]glucopyranoside

: 213020-78-1
(2-trimethylsilyl) O-(2,3-di-O-benzoyl-6-O-benzyl-4-O-levulinoyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-[13C12]glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / pyridine / 4-DMAP / 14 h / 70 °C

2: 99 percent / 18-crown-6 / toluene / 18 h / Heating

3: 84 percent / N-(phenylseleno)phthalimide; CF₃CO₂Si(CH₃)3 / CH₂Cl₂ / 1 h / 0 °C

With pyridine; N-phenylselanylphthalimide; 18-crown-6 ether; trimethylsilyl trifluoroacetate; dmap; In dichloromethane; toluene; 1: Acylation / 2: Acylation / 3: Condensation;
DOI:10.1016/S0040-4020(98)00577-8