methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside
CAS No.:865860-10-2
Molecular Formula:C₆₂H₆₇N₃O₂₁S
Molecular Weight:1222.29
Hs Code.:

methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

Synonyms:methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

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Chemical Property of methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

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Technology Process of methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

There total 9 articles about methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-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:

: methyl 6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

: C₅₂H₅₂O₁₅S₂

: 865860-10-2
methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; In dichloromethane; at -78 - 20 ℃; for 2h;
DOI:10.1021/ja052548h

Reference yield:

: 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-D-galactopyranose

: 865860-10-2
methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 0 °C

2.1: trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.08 h / 0 °C

2.2: CH₂Cl₂ / 4 h / 0 - 20 °C

3.1: 63 mg / N-iodosuccinimide / CH₂Cl₂ / 2 h / -78 - 20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1021/ja052548h

Reference yield:

: 865860-12-4
acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

: 865860-10-2
methyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranosyl-(1->3)-2,6-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-6-O-acetyl-3-O-benzyl-2-deoxy-2-azido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / hydrazinium acetate / dimethylformamide / 20 °C

2.1: 91 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 0 °C

3.1: trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.08 h / 0 °C

3.2: CH₂Cl₂ / 4 h / 0 - 20 °C

4.1: 63 mg / N-iodosuccinimide / CH₂Cl₂ / 2 h / -78 - 20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja052548h