p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

Base Information

Chemical Name:p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside
CAS No.:180274-57-1
Molecular Formula:C₄₁H₄₅N₃O₁₆
Molecular Weight:835.819
Hs Code.:

Synonyms:p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

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Chemical Property of p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

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Technology Process of p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

There total 8 articles about p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-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: 89.0%

: 180274-56-0
p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-6-O-tert-butyldiphenylsilyl-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

: 180274-57-1
p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 120h; Ambient temperature;

Reference yield:

: 3150-20-7,6032-32-2,28541-75-5,85481-53-4,89731-58-8,109121-56-4,121468-39-1,12167-34-9
4-methoxyphenyl β-D-glucopyranoside

: 180274-57-1
p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / p-TSA / 1 h / Ambient temperature

2: pyridine

3: MeOH, camphorsulfonic acid / Ambient temperature

4: 99 percent / imidazole / dimethylformamide

5: 42 percent / AgOTf, molecular sieves 4 Angstroem / CH₂Cl₂ / 1.) r.t., 40 min, 2.) 0 deg C, 1.5 h; r.t., 1 day

6: 89 percent / TBAF, AcOH / tetrahydrofuran / 120 h / Ambient temperature

With pyridine; 1H-imidazole; methanol; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; acetic acid; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 67817-15-6
Acetic acid (2R,3S,4R,5R,6R)-4-acetoxy-2-acetoxymethyl-5-azido-6-bromo-tetrahydro-pyran-3-yl ester

: 180274-57-1
p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 42 percent / AgOTf, molecular sieves 4 Angstroem / CH₂Cl₂ / 1.) r.t., 40 min, 2.) 0 deg C, 1.5 h; r.t., 1 day

2: 89 percent / TBAF, AcOH / tetrahydrofuran / 120 h / Ambient temperature

With 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; acetic acid; In tetrahydrofuran; dichloromethane;