4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside

Base Information

Chemical Name:4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside
CAS No.:956011-80-6
Molecular Formula:C₂₀H₂₄N₂O₁₀S
Molecular Weight:484.484
Hs Code.:

Synonyms:4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside

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Chemical Property of 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside

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Technology Process of 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside

There total 11 articles about 4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside 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:

: 13089-27-5,13089-23-1
p-nitrophenyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranoside

: 956011-80-6
4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: 97 percent / NaOCH₃; MeOH / CHCl₃

2.1: 96 percent / 4-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

3.1: 1.90 g / pyridine / CH₂Cl₂ / 19 h / 20 °C

4.1: 1.37 g / NaOAc / H₂O; 2-methoxy-ethanol / 8 h / 130 °C

5.1: 82 percent / NaH / tetrahydrofuran; various solvent(s) / 20 h / 20 °C

6.1: 80 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

7.1: dimethylformamide / 1 h / 20 °C

7.2: 84 percent / H₂SO₄ / tetrahydrofuran; H₂O / 0.5 h

8.1: AcOH; H₂O / 3.5 h / 60 °C

9.1: 241 mg / pyridine / 20 °C

With pyridine; methanol; water; sodium methylate; sodium acetate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane; chloroform; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2007.05.023

Reference yield:

: 4-nitrophenyl 4,6-O-benzylidene-2-deoxy-2,3-sulfamido-β-D-allopyranoside

: 956011-80-6
4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

2.1: dimethylformamide / 1 h / 20 °C

2.2: 84 percent / H₂SO₄ / tetrahydrofuran; H₂O / 0.5 h

3.1: AcOH; H₂O / 3.5 h / 60 °C

4.1: 241 mg / pyridine / 20 °C

With pyridine; water; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2007.05.023

Reference yield:

: C₂₂H₂₄N₂O₁₀S

: 956011-80-6
4-nitrophenyl 2-acetamido-5-S-acetyl-4,6-di-O-acetyl-2-deoxy-3-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1.37 g / NaOAc / H₂O; 2-methoxy-ethanol / 8 h / 130 °C

2.1: 82 percent / NaH / tetrahydrofuran; various solvent(s) / 20 h / 20 °C

3.1: 80 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

4.1: dimethylformamide / 1 h / 20 °C

4.2: 84 percent / H₂SO₄ / tetrahydrofuran; H₂O / 0.5 h

5.1: AcOH; H₂O / 3.5 h / 60 °C

6.1: 241 mg / pyridine / 20 °C

With pyridine; water; sodium acetate; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2007.05.023