methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside
CAS No.:466646-29-7
Molecular Formula:C₆₃H₆₈O₁₀
Molecular Weight:985.227
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside

There total 11 articles about methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-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: 73.0%

: 466646-28-6
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)methyl)-α-D-mannopyranoside

: 466646-29-7
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); 2,3,4,5,6-pentafluorophenol; triphenylstannane; In toluene; for 3h; Heating;
DOI:10.1021/jo020339z

Reference yield:

: methyl 2,3,4-tri-O-benzyl-6-O-(tertbutyldiphenylsilyl)-α-D-mannopyranoside

: 466646-29-7
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1.10 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 °C

2.1: 80 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

3.1: 60 percent / tetrahydrofuran / -78 - 20 °C

4.1: 81.6 mg / tetra-n-butylammonium fluoride / tetrahydrofuran

5.1: 78 percent / H₂; Pd/Pb/CaCO₃; quinoline / ethyl acetate / 0.08 h / 20 °C

6.1: O₃ / CH₂Cl₂; methanol / -78 °C

6.2: 91 percent / (C₆H₅)3P / CH₂Cl₂; methanol / -78 - 20 °C

7.1: SmI₂ / tetrahydrofuran / 0.17 h

8.1: 75 mg / acetonitrile / Heating

9.1: 73 percent / pentafluorophenol; triphenyltin hydride; azo-bis-isobutyronitrile / toluene / 3 h / Heating

With 2,6-dimethylpyridine; quinoline; Lindlar's catalyst; samarium diiodide; 2,2'-azobis(isobutyronitrile); 2,3,4,5,6-pentafluorophenol; palladium on calcium fluoride poisoned with lead; triphenylstannane; tetrabutyl ammonium fluoride; hydrogen; ozone; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/jo020339z

Reference yield:

: 40653-17-6
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-formyl-α-D-mannopyranoside

: 466646-29-7
methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'deoxy-α-D-mannopyranosyl)methyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: SmI₂ / tetrahydrofuran / 0.17 h

2: 75 mg / acetonitrile / Heating

3: 73 percent / pentafluorophenol; triphenyltin hydride; azo-bis-isobutyronitrile / toluene / 3 h / Heating

With samarium diiodide; 2,2'-azobis(isobutyronitrile); 2,3,4,5,6-pentafluorophenol; triphenylstannane; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1021/jo020339z