1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]

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Chemical Name:1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]
CAS No.:421594-09-4
Molecular Formula:C₇₂H₇₂Br₂N₂O₁₀S₃
Molecular Weight:1381.38
Hs Code.:

Synonyms:1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]

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Chemical Property of 1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]

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Technology Process of 1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]

There total 3 articles about 1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-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: 77.0%

: 421594-08-3
1,3,4-thiadiazole-2,5-diyl bis(3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside)

: 626-15-3
1,3-bis-(bromomethyl)benzene

: 421594-09-4
1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]

Guidance literature:: With 15-crown-5; sodium hydride; In dichloromethane;
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

: 421594-09-4
1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / HgBr₂ / acetonitrile / 5 h / 60 °C

2: 100 percent / sodium methoxide / methanol / 2 h / 20 °C

3: 77 percent / 15-crown-5; NaH / CH₂Cl₂

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

Reference yield:

: 421594-07-2
1,3,4-thiadiazole-2,5-diyl bis(2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside)

: 421594-09-4
1,3,4-thiadiazole-2,5-diyl bis[2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside]

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / sodium methoxide / methanol / 2 h / 20 °C

2: 77 percent / 15-crown-5; NaH / CH₂Cl₂

With 15-crown-5; sodium methylate; sodium hydride; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(01)00306-8