methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:144431-90-3
Molecular Formula:C₇₅H₇₆O₁₇
Molecular Weight:1249.42
Hs Code.:

Synonyms:methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

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Technology Process of methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

There total 13 articles about methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-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: 92.0%

: 90164-77-5
methyl [2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

: 161007-95-0
2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate

: 144431-90-3
methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃; for 15h;
DOI:10.1080/07328309908544033

Reference yield:

: 25019-69-6
methyl 4-O-benzyl-α-L-rhamnopyranoside

: 144431-90-3
methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂SnO / toluene

1.2: Bu₄NI / dioxane

2.1: 76 percent / sym-collidine; AgOTf / CH₂Cl₂ / 5 h / 20 °C

3.1: H₂ / 1,5-COD-bis(trimethylphosphine)iridium hexafluorophosphate / tetrahydrofuran / 3 h

4.1: HgO; HgCl₂ / acetone; H₂O / 5 h / 20 °C

5.1: TMSCl; pyridine / CH₂Cl₂ / 3 h / 20 °C

5.2: triflic anhydride / diethyl ether / 40 h / 4 °C

With pyridine; 2,4,6-trimethyl-pyridine; chloro-trimethyl-silane; hydrogen; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; mercury dichloride; mercury(II) oxide; 1,5-COD-bis(trimethylphosphine)iridium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 1.1: Metallation / 1.2: Substitution / 2.1: Substitution / 3.1: Isomerization / 4.1: Hydrolysis / 5.1: Substitution / 5.2: Substitution;
DOI:10.1080/07328309908544033

Reference yield:

: 69558-09-4
methyl 3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

: 144431-90-3
methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-[2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 76 percent / sym-collidine; AgOTf / CH₂Cl₂ / 5 h / 20 °C

2.1: H₂ / 1,5-COD-bis(trimethylphosphine)iridium hexafluorophosphate / tetrahydrofuran / 3 h

3.1: HgO; HgCl₂ / acetone; H₂O / 5 h / 20 °C

4.1: TMSCl; pyridine / CH₂Cl₂ / 3 h / 20 °C

4.2: triflic anhydride / diethyl ether / 40 h / 4 °C

With pyridine; 2,4,6-trimethyl-pyridine; chloro-trimethyl-silane; hydrogen; silver trifluoromethanesulfonate; mercury dichloride; mercury(II) oxide; 1,5-COD-bis(trimethylphosphine)iridium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; acetone; 1.1: Substitution / 2.1: Isomerization / 3.1: Hydrolysis / 4.1: Substitution / 4.2: Substitution;
DOI:10.1080/07328309908544033