methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:294677-70-6
Molecular Formula:C₆₈H₇₆O₁₄
Molecular Weight:1117.34
Hs Code.:

Synonyms:methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

There total 8 articles about methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-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:

: 294677-69-3
Acetic acid (2S,3R,4R,5S,6S)-5-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-4-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

: methyl (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

: 294677-70-6
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 72h;
DOI:10.1080/07328300008544096

Reference yield:

: 69850-47-1
(2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

: 294677-70-6
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / TMSOTf / diethyl ether / -78 - 20 °C

2: 98 percent / MeONa / methanol; CH₂Cl₂ / 15 h / 20 °C / pH 10

3: pTsOH / acetonitrile / 1.5 h / 20 °C

4: aq. AcOH / 1.25 h / 0 °C

5: TiF₄; 4 Angstroem molecular sieves / diethyl ether / 15 h / -78 - 20 °C

6: 5.37 g / NaOMe / methanol; CH₂Cl₂ / 72 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; titanium(IV) fluoride; toluene-4-sulfonic acid; acetic acid; In methanol; diethyl ether; dichloromethane; acetonitrile; 1: Condensation / 2: ester cleavage / 3: cyclocondensation / 4: Hydrolysis / 5: Condensation / 6: ester cleavage;
DOI:10.1080/07328300008544096

Reference yield:

: 144174-64-1
methyl (4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

: 294677-70-6
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->3)-(4-O-benzyl-α-L-rhamnopyrnosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pTsOH / acetonitrile / 1.5 h / 20 °C

2: aq. AcOH / 1.25 h / 0 °C

3: TiF₄; 4 Angstroem molecular sieves / diethyl ether / 15 h / -78 - 20 °C

4: 5.37 g / NaOMe / methanol; CH₂Cl₂ / 72 h / 20 °C

With 4 A molecular sieve; sodium methylate; titanium(IV) fluoride; toluene-4-sulfonic acid; acetic acid; In methanol; diethyl ether; dichloromethane; acetonitrile; 1: cyclocondensation / 2: Hydrolysis / 3: Condensation / 4: ester cleavage;
DOI:10.1080/07328300008544096