ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside
• CAS No.: 953079-83-9
• Molecular Formula: C₆₁H₇₀O₁₇S
• Molecular Weight: 1107.28
• Mol file: 953079-83-9.mol

Synonyms:ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Chemical Property of ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

There total 4 articles about ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 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: 76.0%

ethyl O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside + benzoxazol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside (501416-25-7) → ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (953079-83-9)

Guidance literature:

With 3 A molecular sieve; silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2007.07.036

Reference yield:

2-thiazolinyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside (953079-75-9) → ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (953079-83-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 3 Angstroem molecular sieves; silver(I) triflate / 1,2-dichloro-ethane / 0.25 h / 20 °C

2: 99 percent / NaOMe / methanol / 15 h / 20 °C

3: 76 percent / 3 Angstroem molecular sieves; silver(I) triflate / 1,2-dichloro-ethane / 0.25 h / 20 °C

With 3 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; 1,2-dichloro-ethane; 2: Zemplen method;

DOI:10.1016/j.tet.2007.07.036

Reference yield:

ethyl O-(3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside → ethyl O-(2-O-benzyl-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (953079-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NaOMe / methanol / 15 h / 20 °C

2: 76 percent / 3 Angstroem molecular sieves; silver(I) triflate / 1,2-dichloro-ethane / 0.25 h / 20 °C

With 3 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; 1,2-dichloro-ethane; 1: Zemplen method;

DOI:10.1016/j.tet.2007.07.036

upstream raw materials:

benzoxazol-2-yl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-β-D-galactopyranoside

2-thiazolinyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-glucopyranoside

ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside