p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:92714-30-2
Molecular Formula:C₄₁H₄₃NO₁₂
Molecular Weight:741.792
Hs Code.:

Synonyms:p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 7 articles about p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-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: 87.0%

: 108-24-7
acetic anhydride

: 92714-29-9
p-nitrophenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

: 92714-30-2
p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: In pyridine; for 16h; Ambient temperature;

Reference yield:

: 6109-60-0
methyl 3,6-dideoxy-α-D-xylo-hexopyranoside

: 92714-30-2
p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) sodium hydride / 1.) DMF, 0 deg C, 30 min, 2.) 0 deg C, 6 h

2: 75 percent / sodium hydride / dimethylformamide / 6 h / 0 °C

3: 650 mg / bromotrimethylsilane / 3 h / Ambient temperature

4: 71 percent / tetraethylammonium bromide, molecular sieves 4 Angstroem / CH₂Cl₂; dimethylformamide / Ambient temperature

5: 1.) tris-(triphenylphosphine)-rodium(I) chloride, 2.) mercury(II) oxide, mercury(II) chloride / 1.) ethanol-benzene-water, reflux, 24 h, 2.) acetone-water, room temp., 16 h

6: 87 percent / pyridine / 16 h / Ambient temperature

With Wilkinson's catalyst; trimethylsilyl bromide; 4 A molecular sieve; tetraethylammonium bromide; sodium hydride; mercury dichloride; mercury(II) oxide; In pyridine; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 100-39-0
benzyl bromide

: 92714-30-2
p-nitrophenyl 3-O-(2-O-acetyl-4-O-benzyl-3,6-dideoxy-α-D-xylo-hexopyranosyl)-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / sodium hydride / dimethylformamide / 6 h / 0 °C

2: 650 mg / bromotrimethylsilane / 3 h / Ambient temperature

3: 71 percent / tetraethylammonium bromide, molecular sieves 4 Angstroem / CH₂Cl₂; dimethylformamide / Ambient temperature

4: 1.) tris-(triphenylphosphine)-rodium(I) chloride, 2.) mercury(II) oxide, mercury(II) chloride / 1.) ethanol-benzene-water, reflux, 24 h, 2.) acetone-water, room temp., 16 h

5: 87 percent / pyridine / 16 h / Ambient temperature

With Wilkinson's catalyst; trimethylsilyl bromide; 4 A molecular sieve; tetraethylammonium bromide; sodium hydride; mercury dichloride; mercury(II) oxide; In pyridine; dichloromethane; N,N-dimethyl-formamide;