4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside
CAS No.:129728-69-4
Molecular Formula:C₂₈H₃₄FNO₁₇
Molecular Weight:675.573
Hs Code.:

Synonyms:4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

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Chemical Property of 4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

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Technology Process of 4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 3 articles about 4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-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: 28.5%

: 129728-63-8
2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl bromide

: 105600-43-9
4-nitrophenyl 4,6-di-O-acetyl-α-D-mannopyranoside

: 129728-68-3
4-nitrophenyl 4,6-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

: 129728-69-4
4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: With mercury(II) cyanide; mercury dibromide; Yield given. Multistep reaction; benzene, nitromethane, 1) boiling, 2)33h, 40-45 deg C;
DOI:10.1016/0008-6215(90)84297-8

Reference yield:

: 129785-40-6,674782-58-2
1,2,3,4-tetra-O-acetyl-6-deoxy-6-fluoro-β-D-mannopyranose

: 129728-69-4
4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / acetic anhydride, 31percent solution of HBr in glacial acetic acid / CH₂Cl₂ / 1) 30 min, cooling, 2) 3.5h, r.t.

2: 1) Hg(CN)2, HgBr₂ / benzene, nitromethane, 1) boiling, 2)33h, 40-45 deg C

With hydrogen bromide; mercury(II) cyanide; acetic anhydride; mercury dibromide; In dichloromethane;
DOI:10.1016/0008-6215(90)84297-8

Reference yield:

: 28154-37-2
1,2,3,4-tetra-O-acetyl-β-D-mannopyranose

: 129728-69-4
4-nitrophenyl 4,6-di-O-acetyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-6-fluoro-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 42 percent / Et₂NSF₃ / bis-(2-methoxy-ethyl) ether / 1) 1h, -10 deg C, 2) 5h, r.t.

2: 86 percent / acetic anhydride, 31percent solution of HBr in glacial acetic acid / CH₂Cl₂ / 1) 30 min, cooling, 2) 3.5h, r.t.

3: 1) Hg(CN)2, HgBr₂ / benzene, nitromethane, 1) boiling, 2)33h, 40-45 deg C

With diethylamino-sulfur trifluoride; hydrogen bromide; mercury(II) cyanide; acetic anhydride; mercury dibromide; In dichloromethane; diethylene glycol dimethyl ether;
DOI:10.1016/0008-6215(90)84297-8