ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside

Base Information

• Chemical Name: ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside
• CAS No.: 1169845-77-5
• Molecular Formula: C₃₆H₅₀ClN₃O₁₆S
• Molecular Weight: 848.322
• Mol file: 1169845-77-5.mol

Synonyms:ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside

Chemical Property of ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside

There total 1 articles about ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside 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: 63.0%

ethyl (2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside (1169845-76-4) + 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate (145840-43-3) → ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside (1169845-77-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at 0 ℃; for 2.5h; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tetasy.2009.02.017

Reference yield: 61.0%

ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside (1169845-77-5) → ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside S-oxide (1169845-78-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -60 - -20 ℃; for 0.5h;

DOI:10.1016/j.tetasy.2009.02.017

upstream raw materials:

ethyl (2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside

3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

ethyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl-(1->2)-(2'S,3'S)-7-O-benzyl-6-O-chloroacetyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-L-glycero-α-D-manno-heptopyranoside S-oxide