cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

Base Information

Chemical Name:cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside
CAS No.:1312108-44-3
Molecular Formula:C₅₈H₈₃NO₁₇
Molecular Weight:1066.29
Hs Code.:

Synonyms:cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

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Chemical Property of cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

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Technology Process of cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

There total 15 articles about cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside 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: 73.0%

: 57-88-5
cholesterol

: 1312107-98-4
4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranosyl trichloroacetimidate

: 1312108-44-3
cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

: cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-β-L-rhamnopyranoside

Guidance literature:: cholesterol; 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranosyl trichloroacetimidate; In toluene; Distillation;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 21 ℃; for 1h; optical yield given as %de; Inert atmosphere; Molecular sieve;
DOI:10.1021/ol2013704

Reference yield:

: 1312108-20-5
allyl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

: 1312108-44-3
cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

: cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-β-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: ethylenediamine / butan-1-ol / 2 h / 85 °C

2.1: pyridine / 16 h / 21 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 0.5 h / 80 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

5.1: toluene / Distillation

5.2: 1 h / 0 - 21 °C / Inert atmosphere; Molecular sieve

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; ethylenediamine; In dichloromethane; toluene; butan-1-ol;
DOI:10.1021/ol2013704

Reference yield:

: C₃₂H₄₁NO₁₆

: 1312108-44-3
cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-α-L-rhamnopyranoside

: cholesteryl 4-O-(3-acetoxybenzoyl)-2-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-β-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 16 h / 21 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 0.5 h / 80 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: toluene / Distillation

4.2: 1 h / 0 - 21 °C / Inert atmosphere; Molecular sieve

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene;
DOI:10.1021/ol2013704