3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside
CAS No.:249920-37-4
Molecular Formula:C₆₃H₆₉N₃O₁₇
Molecular Weight:1140.25
Hs Code.:

Synonyms:3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

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Chemical Property of 3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

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Technology Process of 3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

There total 8 articles about 3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-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: 62.0%

: 249920-36-3
3-azidopropyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

: 249920-37-4
3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 4h;
DOI:10.1016/S0008-6215(99)00103-2

Reference yield:

: 130515-87-6
2-(trimethylsilyl)ethyl 2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranoside

: 249920-37-4
3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / trifluoroacetic acid / CH₂Cl₂ / 5 h / 20 °C

2: 29 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 4 h / 0 °C

3: 67 percent / 4 Angstroem molecular sieves; triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / -5 °C

4: 78 percent / 4 Angstroem molecular sieves; NIS; TfOH / CH₂Cl₂ / 20 °C

5: 62 percent / sodium methoxide / methanol / 4 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In methanol; dichloromethane; 1: Elimination / 2: Addition / 3: Condensation / 4: Substitution / 5: Deacetylation;
DOI:10.1016/S0008-6215(99)00103-2

Reference yield:

: 169393-72-0
2,3,4-tri-O-acetyl-6-O-benzyl-α,β-D-galactopyranosyl trichloroacetimidate

: 249920-37-4
3-azidopropyl 6-O-benzyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-benzyl-β-L-rhamnopyranosyl-(1->4)-2,3-di-O-benzoyl-6-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / 4 Angstroem molecular sieves; triethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / -5 °C

2: 78 percent / 4 Angstroem molecular sieves; NIS; TfOH / CH₂Cl₂ / 20 °C

3: 62 percent / sodium methoxide / methanol / 4 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; sodium methylate; In methanol; dichloromethane; 1: Condensation / 2: Substitution / 3: Deacetylation;
DOI:10.1016/S0008-6215(99)00103-2