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

Base Information

Chemical Name:pyrimidin-2-yl 2-O-(α-bromo-m-xylyl)-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:421594-01-6
Molecular Formula:C₃₉H₃₉BrN₂O₅S
Molecular Weight:727.719
Hs Code.:

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

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

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

There total 3 articles about pyrimidin-2-yl 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: 80.0%

: 421593-91-1
pyrimidin-2-yl 3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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

: 421594-01-6
pyrimidin-2-yl 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; for 16h;
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

: 421594-01-6
pyrimidin-2-yl 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: 93 percent / HgBr₂ / acetonitrile / 3.5 h / 60 °C

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

3: 80 percent / 15-crown-5; NaH / CH₂Cl₂ / 16 h

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

Reference yield:

: 215794-85-7
pyrimidin-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 421594-01-6
pyrimidin-2-yl 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: sodium methoxide / methanol / 2 h / 20 °C

2: 80 percent / 15-crown-5; NaH / CH₂Cl₂ / 16 h

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