methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside

Base Information

Chemical Name:methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside
CAS No.:303966-49-6
Molecular Formula:C₅₅H₆₀O₁₁
Molecular Weight:897.075
Hs Code.:

Synonyms:methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside

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Chemical Property of methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside

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Technology Process of methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside

There total 7 articles about methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside 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:

: (2R,4S,5R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-methoxy-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-dihydro-pyran-3-one

: 303966-49-6
methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4020(00)00609-8

Reference yield:

: 51450-24-9
hexa-O-acetyl-D-lactal

: 303966-49-6
methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / sodium carbonate / methanol / 1.5 h / 20 °C

2.1: NaH / dimethylformamide / 0 °C

2.2: 58 percent / tetrabutyl ammonium iodide / dimethylformamide / 3 h / 20 °C

3.1: 90 percent / 2,2-dimethyl dioxirane / acetone; CH₂Cl₂ / 2 h / 0 °C

4.1: 96 percent / 4 h / 20 °C

5.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.67 h / -78 °C

6.1: 149 mg / NaBH₄ / CH₂Cl₂; methanol / 4 h / 20 °C

With sodium tetrahydroborate; oxalyl dichloride; 2,2-dimethyl dioxirane; sodium hydride; sodium carbonate; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Deacetylation / 2.1: deprotonation / 2.2: Alkylation / 3.1: Epoxidation / 4.1: Ring cleavage / 5.1: Swern oxidation / 6.1: Reduction;
DOI:10.1016/S0040-4020(00)00609-8

Reference yield:

: 5160-10-1
2,3,6-tetra-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranosylbromide

: 303966-49-6
methyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 7.2 g / vitamin B₁₂; Zn; ammonium chloride / methanol / 0.08 h

2.1: 98 percent / sodium carbonate / methanol / 1.5 h / 20 °C

3.1: NaH / dimethylformamide / 0 °C

3.2: 58 percent / tetrabutyl ammonium iodide / dimethylformamide / 3 h / 20 °C

4.1: 90 percent / 2,2-dimethyl dioxirane / acetone; CH₂Cl₂ / 2 h / 0 °C

5.1: 96 percent / 4 h / 20 °C

6.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.67 h / -78 °C

7.1: 149 mg / NaBH₄ / CH₂Cl₂; methanol / 4 h / 20 °C

With sodium tetrahydroborate; cyanocobalamin; oxalyl dichloride; 2,2-dimethyl dioxirane; ammonium chloride; sodium hydride; sodium carbonate; dimethyl sulfoxide; zinc; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Elimination / 2.1: Deacetylation / 3.1: deprotonation / 3.2: Alkylation / 4.1: Epoxidation / 5.1: Ring cleavage / 6.1: Swern oxidation / 7.1: Reduction;
DOI:10.1016/S0040-4020(00)00609-8