1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside
• CAS No.: 1323240-18-1
• Molecular Formula: C₃₄H₄₀O₇
• Molecular Weight: 560.687
• Mol file: 1323240-18-1.mol

Synonyms:1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Chemical Property of 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 2 articles about 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-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:

1-cyclopropylethanol (765-42-4) + O-(2-O-acetyl-3,4,6-tri-O-benzyl-α/β-D-mannopyranosyl)trichloroacetimidate (187226-47-7) → 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-mannopyranoside + 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside (1323240-18-1)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 0 ℃; for 1h; optical yield given as %de; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tet.2011.05.133

Reference yield:

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose (16697-49-7) → 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-mannopyranoside + 1-methyl-1-cyclopropylmethyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside (1323240-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / 1.5 h / 20 °C

2: caesium carbonate / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3: triethylsilyl trifluoromethyl sulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere; Molecular sieve

With triethylsilyl trifluoromethyl sulfonate; caesium carbonate; acetic acid; In dichloromethane;

DOI:10.1016/j.tet.2011.05.133

upstream raw materials:

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

1-cyclopropylethanol

O-(2-O-acetyl-3,4,6-tri-O-benzyl-α/β-D-mannopyranosyl)trichloroacetimidate