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

Base Information

• Chemical Name: benzoxazol-2-yl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside
• CAS No.: 1029121-60-5
• Molecular Formula: C₄₁H₃₇NO₇S
• Molecular Weight: 687.813
• Mol file: 1029121-60-5.mol

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

Chemical Property of benzoxazol-2-yl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzoxazol-2-yl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

There total 1 articles about benzoxazol-2-yl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 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: 56.0%

1,2-anhydro-3,4,6-tri-O-benzyl-β-D-galactopyranose + benzoyl chloride (98-88-4) + 2-sulfanyl-1,3-benzoxazole (2382-96-9,118090-08-7) → benzoxazol-2-yl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (1029121-60-5) + C41H37NO7S

Guidance literature:

1,2-anhydro-3,4,6-tri-O-benzyl-β-D-galactopyranose; 2-sulfanyl-1,3-benzoxazole; With zinc(II) chloride; In dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere;

benzoyl chloride; With pyridine; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol800345j

Reference yield: 99.0%

benzoxazol-2-yl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (1029121-60-5) + ethyl 4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside → ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→3)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at -30 - 20 ℃; for 0.25h; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2019.107824

Reference yield: 98.0%

benzoxazol-2-yl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (1029121-60-5) + ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (115533-35-2) → ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1→4)-4,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at -30 - 20 ℃; for 2.25h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2019.107743

upstream raw materials:

benzoyl chloride

2-sulfanyl-1,3-benzoxazole

Downstream raw materials:

benzoxazolyl 6-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside