methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside

Base Information

Chemical Name:methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside
CAS No.:801291-68-9
Molecular Formula:C₃₀H₃₈O₁₆
Molecular Weight:654.622
Hs Code.:

Synonyms:methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside

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Technology Process of methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside

There total 9 articles about methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-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: 98.0%

: methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1→3)-4,6-O-benzylidene-β-D-mannopyranoside

: 108-24-7
acetic anhydride

: 801291-68-9
methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 12h;
DOI:10.1107/S2053229619004728

Reference yield: 73.0%

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 144607-27-2
Methyl 2-O-acetyl-4,6-O-(phenylmethylene)-β-D-mannopyranoside

: 801291-68-9
methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -40 - 0 ℃; for 4h;
DOI:10.1016/j.carres.2004.08.007

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-Mannose pentaacetate

: 801291-68-9
methyl 2-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: benzylamine / tetrahydrofuran / 4 h / 20 °C / Cooling with ice

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -78 °C / Molecular sieve; Inert atmosphere

4: pyridine / 12 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1107/S2053229619004728