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

Base Information

Chemical Name:methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'-deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)methyl)-α-D-mannopyranoside
CAS No.:251456-69-6
Molecular Formula:C₆₂H₆₆N₂O₁₂S
Molecular Weight:1063.28
Hs Code.:

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

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

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

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

There total 10 articles about methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'-deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)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:

: 100-39-0
benzyl bromide

: 251456-69-6
methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'-deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)methyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 78 percent / NaH; (n-C₄H₉)4NI / tetrahydrofuran / 2 h / 0 °C

2.1: tetrahydrofuran / 8 h / Heating

2.2: 104 mg / NaH / dimethylformamide / 2 h / 0 °C

3.1: trifluoroacetic acid

4.1: 73 mg / 4 Angstroem molecular sieves; trimethylsilyl triflate / CH₂Cl₂ / 0.75 h / 0 °C

5.1: O₃; CH₃OH / CH₂Cl₂ / -78 °C

5.2: 94 percent / (C₆H₅)3P / CH₂Cl₂ / 0.75 h / -78 - 20 °C

6.1: SmI₂ / tetrahydrofuran

7.1: 35 mg / acetonitrile / Heating

With methanol; samarium diiodide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo020339z

Reference yield:

: 188893-00-7
2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl 2'-pyridyl sulfone

: 251456-69-6
methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'-deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)methyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: SmI₂ / tetrahydrofuran

2: 35 mg / acetonitrile / Heating

With samarium diiodide; In tetrahydrofuran; acetonitrile;
DOI:10.1021/jo020339z

Reference yield:

: 213594-43-5
1,6:3,4-dianhydro-2-O-benzyl-β-D-altropyranose

: 251456-69-6
methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'-deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)methyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 8 h / Heating

1.2: 104 mg / NaH / dimethylformamide / 2 h / 0 °C

2.1: trifluoroacetic acid

3.1: 73 mg / 4 Angstroem molecular sieves; trimethylsilyl triflate / CH₂Cl₂ / 0.75 h / 0 °C

4.1: O₃; CH₃OH / CH₂Cl₂ / -78 °C

4.2: 94 percent / (C₆H₅)3P / CH₂Cl₂ / 0.75 h / -78 - 20 °C

5.1: SmI₂ / tetrahydrofuran

6.1: 35 mg / acetonitrile / Heating

With methanol; samarium diiodide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ozone; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo020339z