4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

Base Information

Chemical Name:4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside
CAS No.:570412-09-8
Molecular Formula:C₂₀H₂₄N₂O₁₁
Molecular Weight:468.417
Hs Code.:

Synonyms:4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

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Chemical Property of 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

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Technology Process of 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

There total 9 articles about 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-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: 22.0%

: 4148-73-6,13089-19-5,13089-21-9,13089-43-5,13089-70-8,23646-65-3,30657-66-0
phenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-mannopyranoside

: 1379001-47-4,13264-91-0
C₂₀H₂₄N₂O₁₁

: 570412-09-8,13089-23-1
4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

Guidance literature:: With nitric acid; In acetic anhydride; acetic acid; at 0 - 20 ℃; Cooling with ice;
DOI:10.3762/bjoc.8.48

Reference yield:

: 108-24-7
acetic anhydride

: Acetic acid (2R,3S,4R,5S,6R)-3-acetoxy-2-acetoxymethyl-5-amino-6-(4-nitro-phenoxy)-tetrahydro-pyran-4-yl ester

: 570412-09-8,13089-23-1
4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1135/cccc20030801

Reference yield:

: 68733-20-0
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside

: 570412-09-8,13089-23-1
4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / TiBr₄ / CH₂Cl₂; ethyl acetate / 48 h / 20 °C

2.1: 38 percent / silver triflate / CH₂Cl₂; toluene / 0.5 h / -30 - 20 °C

3.1: PPh₃ / CH₂Cl₂ / 4 h / 40 °C

3.2: H₂O / CH₂Cl₂ / 20 °C

4.1: pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; silver trifluoromethanesulfonate; titanium(IV) bromide; triphenylphosphine; In dichloromethane; ethyl acetate; toluene;
DOI:10.1135/cccc20030801