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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Chemical Name: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
CAS No.:421594-03-8
Molecular Formula:C₆₃H₆₅NO₁₁S₂
Molecular Weight:1076.34
Hs Code.:

Synonyms: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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Chemical Property of 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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Technology Process of 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

There total 5 articles about 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 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: 78.0%

: 421594-00-5
benzothiazol-2-yl 2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 421594-03-8
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

Guidance literature:: methyl 2,3-di-O-benzyl-α-D-glucopyranoside; With di(n-butyl)tin oxide; In toluene; for 3h; Heating;

benzothiazol-2-yl 2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside; With tetra-(n-butyl)ammonium iodide; In toluene; at 20 ℃; for 10h;
DOI:10.1016/S0008-6215(01)00306-8

Reference yield:

: 149-30-4,118090-09-8
2-Mercaptobenzothiazole

: 421594-03-8
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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / HgBr₂ / acetonitrile / 3.5 h / 60 °C

2.1: sodium methoxide / methanol / 2 h / 20 °C

3.1: 74 percent / 15-crown-5; NaH / CH₂Cl₂ / 16 h

4.1: dibutyltin oxide / toluene / 3 h / Heating

4.2: 78 percent / tetrabutylammonium iodide / toluene / 10 h / 20 °C

With 15-crown-5; sodium methylate; sodium hydride; di(n-butyl)tin oxide; mercury dibromide; In methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0008-6215(01)00306-8

Reference yield:

: 68681-00-5
3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

: 421594-03-8
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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / HgBr₂ / acetonitrile / 3.5 h / 60 °C

2.1: sodium methoxide / methanol / 2 h / 20 °C

3.1: 74 percent / 15-crown-5; NaH / CH₂Cl₂ / 16 h

4.1: dibutyltin oxide / toluene / 3 h / Heating

4.2: 78 percent / tetrabutylammonium iodide / toluene / 10 h / 20 °C

With 15-crown-5; sodium methylate; sodium hydride; di(n-butyl)tin oxide; mercury dibromide; In methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0008-6215(01)00306-8