benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside
• CAS No.: 197158-97-7
• Molecular Formula: C₃₆H₃₅NO₆S₂
• Molecular Weight: 641.809

Synonyms:benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Chemical Property of benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

There total 2 articles about benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 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: 89.0%

2-Mercaptobenzothiazole (149-30-4,118090-09-8) + 3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose (68681-00-5) → benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (197158-97-7)

Guidance literature:

With mercury dibromide; In acetonitrile; at 60 ℃; for 3.5h;

DOI:10.1016/S0008-6215(01)00306-8

Reference yield: 70.0%

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose (16697-49-7) + 2-Mercaptobenzothiazole (149-30-4,118090-09-8) → benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (197158-97-7)

Guidance literature:

In 1,2-dichloro-ethane; for 12h; Heating;

DOI:10.1002/chem.19970030822

Reference yield: 78.0%

benzothiazol-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (197158-97-7) → 3,4,6-tri-O-benzyl-D-glucal (55628-54-1)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1002/chem.19970030822

upstream raw materials:

3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

2-Mercaptobenzothiazole

3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

Downstream raw materials:

3,4,6-tri-O-benzyl-D-glucal

benzothiazol-2-yl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

benzothiazol-2-yl 2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

benzothiazol-2-yl 2-O-[(methyl-2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxy)-m-xylyl]-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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