1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: 1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside
• CAS No.: 1384588-29-7
• Molecular Formula: C₃₈H₄₂O₆
• Molecular Weight: 594.748
• Mol file: 1384588-29-7.mol

Synonyms:1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Chemical Property of 1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

There total 1 articles about 1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 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: 89.0%

diiodomethane (75-11-6) + 1-Methylethenyl 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranoside (139684-66-5) → 1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (1384588-29-7)

Guidance literature:

With diethylzinc; In diethyl ether; hexane; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.carres.2012.03.008

Reference yield: 28.0%

1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (1384588-29-7) + benzyl 2-deoxy-2-<(2,2,2-trichloroethoxycarbonyl)amino>-3-O-(2,2,2-trichloroethoxycarbonyl)-β-D-glucopyranoside (114827-03-1,102794-18-3) → 2-deoxy-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranose (1384588-53-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.carres.2012.03.008

Reference yield:

1-methylcyclopropyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (1384588-29-7) + N-[(9-fluorenylmethoxy)carbonyl]-L-serine methyl ester (82911-78-2) → methyl 3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)-(S)-2-(9-fluorenylmethoxycarbonylamino)propanoate (1384588-41-3) + methyl 3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyloxy)-(S)-2-(9-fluorenylmethoxycarbonylamino)propanoate (1384588-38-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 20 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1016/j.carres.2012.03.008

upstream raw materials:

diiodomethane

1-Methylethenyl 2,3,4,6-Tetra-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

methyl 3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)-(S)-2-(9-fluorenylmethoxycarbonylamino)propanoate

methyl 3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyloxy)-(S)-2-(9-fluorenylmethoxycarbonylamino)propanoate

methyl (R)-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)-(S)-2-(9-fluorenylmethoxycarbonylamino)butanoate

methyl (R)-3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyloxy)-(S)-2-(9-fluorenylmethoxycarbonylamino)butanoate