diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

Base Information

Chemical Name:diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside
CAS No.:162111-85-5
Molecular Formula:C₂₅H₂₈NO₁₃P
Molecular Weight:581.47
Hs Code.:

Synonyms:diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

Chemical Property:

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Technology Process of diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

There total 13 articles about diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-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: 81.0%

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 162112-03-0
2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

: 162111-85-5
diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

Guidance literature:: 2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside; With n-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.333333h; Molecular sieve; Inert atmosphere;

chlorophosphoric acid diphenyl ester; In tetrahydrofuran; cyclohexane; for 1h; Inert atmosphere;

Reference yield: 75.0%

: 2,4,6-tri-O-acetyl-3-O-carbamoyl-α,β-D-mannopyranose

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 162111-85-5
diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1.5h;

Reference yield:

: 65827-58-9
1,2,4,6-tetra-O-acetyl-3-O-benzyl-α-D-mannopyranoside

: 162111-85-5
diphenylphosphoryl-2,4,6-tri-O-acetyl-3-O-carbamoyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / H₂ / 10percent Pd(OH)2/C / methanol / 10 h / 25 °C / 760 Torr

2: 86 percent / pyridine, DMAP / 2 h / 40 °C

3: 88 percent / 10percent NH₃/THF / CH₂Cl₂ / 1.5 h / 25 °C

4: 78 percent / benzylamine / tetrahydrofuran / 24 h / 25 °C

5: 1.) BuLi / 1.) THF, hexane, -78 deg C, 10 min, 2.) THF, hexane, -78 deg C, 10 min

With tetrahydrofuran; pyridine; dmap; n-butyllithium; ammonia; hydrogen; benzylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;