ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside

Base Information

• Chemical Name: ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside
• CAS No.: 1021496-22-9
• Molecular Formula: C₂₅H₃₀Cl₃NO₅S
• Molecular Weight: 562.942
• Mol file: 1021496-22-9.mol

Synonyms:ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside

Chemical Property of ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside

There total 1 articles about ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside 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: 82.0%

ethyl 3-amino-2,4-di-O-benzyl-3-deoxy-1-thio-β-D-fucopyranoside (1021496-29-6) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside (1021496-22-9)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2008.01.093

Reference yield: 77.0%

methyl (3-O-allyl-4-O-benzyl-β-D-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-D-rhamnopyranoside (868409-25-0) + ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside (1021496-22-9) → methyl 2,4-di-O-benzyl-3-deoxy-3-(2,2,2-trichloroethoxycarbonylamino)-α-D-fucopyranosyl-(1->2)-3-O-allyl-4-O-benzyl-β-D-rhamnopyranosyl-(1->3)-2,4-di-O-benzyl-α-D-rhamnopyranoside (1021496-37-6)

Guidance literature:

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane; at -20 ℃; for 1h;

DOI:10.1016/j.tet.2008.01.093

Reference yield: 65.0%

ethyl 2,4-di-O-benzyl-3-deoxy-1-thio-3-(2,2,2-trichloroethoxycarbonylamino)-β-D-fucopyranoside (1021496-22-9) + 4-methoxyphenyl 3-O-allyl-4-O-benzyl-β-D-rhamnopyranosyl-(1->3)-2,4-di-O-benzyl-α-D-rhamnopyranoside (1021496-46-7) → 4-methoxyphenyl 2,4-di-O-benzyl-3-deoxy-3-(2,2,2-trichloroethoxycarbonylamino)-α-D-fucopyranosyl-(1->2)-3-O-allyl-4-O-benzyl-β-D-rhamnopyranosyl-(1->3)-2,4-di-O-benzyl-α-D-rhamnopyranoside (1021496-21-8)

Guidance literature:

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane; at -20 ℃; for 1.5h;

DOI:10.1016/j.tet.2008.01.093

upstream raw materials:

ethyl 3-amino-2,4-di-O-benzyl-3-deoxy-1-thio-β-D-fucopyranoside

2,2,2-Trichloroethyl chloroformate

Downstream raw materials:

methyl 2,4-di-O-benzyl-3-deoxy-3-(2,2,2-trichloroethoxycarbonylamino)-α-D-fucopyranosyl-(1->2)-3-O-allyl-4-O-benzyl-β-D-rhamnopyranosyl-(1->3)-2,4-di-O-benzyl-α-D-rhamnopyranoside

4-methoxyphenyl 2,4-di-O-benzyl-3-deoxy-3-(2,2,2-trichloroethoxycarbonylamino)-α-D-fucopyranosyl-(1->2)-3-O-allyl-4-O-benzyl-β-D-rhamnopyranosyl-(1->3)-2,4-di-O-benzyl-α-D-rhamnopyranoside