methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside
CAS No.:187732-23-6
Molecular Formula:C₄₅H₅₄O₁₂
Molecular Weight:786.917
Hs Code.:

Synonyms:methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

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Chemical Property of methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

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Technology Process of methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

There total 11 articles about methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-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: 76.0%

: 187083-12-1
methyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside

: 187732-11-2
Acetic acid (2R,3R,4S,5S,6R)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester

: 187732-23-6
methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1016/S0008-6215(96)00239-X

Reference yield: 58.0%

: 187083-12-1
methyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside

: 4-acetyl-2,6-dibenzyl-3-methyl-D-mannopyranose

: 187732-23-6
methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at -60 - 0 ℃; for 21h;
DOI:10.1246/bcsj.75.1301

Reference yield:

: 100-39-0
benzyl bromide

: 187732-23-6
methyl 4-acetyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: 810 mg / trifluoroacetic acid; triethylsilane / CH₂Cl₂ / 0 °C

3: 860.0 mg / pyridine / 20 °C

4: 498.4 mg / NaOAc; aq AcOH / PdCl₂ / 20 °C

5: 58 percent / p-nitrobenzenesulfonyl chloride; silver trifluoromethanesulfonate; DBU / CH₂Cl₂ / 21 h / -60 - 0 °C

With pyridine; triethylsilane; sodium acetate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; 4-Nitrobenzenesulfonyl chloride; palladium dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.75.1301