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

Base Information

• Chemical Name: benzoxazol-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside
• CAS No.: 914102-57-1
• Molecular Formula: C₄₁H₃₉NO₆S
• Molecular Weight: 673.83
• Mol file: 914102-57-1.mol

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

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

Chemical Property:

Purity/Quality:

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

There total 1 articles about benzoxazol-2-yl 2,3,4,6-tetra-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:

2,3,4,6-Tetra-O-benzyl-D-galactopyranosyl bromide (67145-38-4) + potassium salt of 2-mercaptobenzoxazole → benzoxazol-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (914102-57-1)

Guidance literature:

With 18-crown-6 ether; In acetone; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol800345j

Reference yield: 52.0%

benzoxazol-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (914102-57-1) + 2-thiazolinyl 2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside → 2-thiazolinyl 2-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-D-galactopyranosyl)-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:

benzoxazol-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside; 2-thiazolinyl 2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside; In 1,2-dichloro-ethane; at 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo201117s

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + benzoxazol-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (914102-57-1) → methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-α-D-glucopyranoside + methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside

Guidance literature:

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In 1,2-dichloro-ethane; at 0 - 13 ℃; for 0.666667h; optical yield given as %de; Molecular sieve; Inert atmosphere;

DOI:10.1021/ol800345j

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-galactopyranosyl bromide