4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside
CAS No.:500213-04-7
Molecular Formula:C₃₀H₃₆N₄O₁₇S
Molecular Weight:756.698
Hs Code.:

Synonyms:4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

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Chemical Property of 4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

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Technology Process of 4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

There total 7 articles about 4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside 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: 100.0%

: 108-24-7
acetic anhydride

: Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2S,3R,4R,5R,6R)-3-azido-5-hydroxy-6-hydroxymethyl-2-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yloxy]-tetrahydro-pyran-3-yl ester

: 500213-04-7
4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 18h;
DOI:10.1023/A:1020428329743

Reference yield:

: 67817-41-8
3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride

: 500213-04-7
4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: aq. Na₂CO₃; Bu₄NHSO₄ / ethyl acetate / 40 °C

2: MeONa / methanol

3: 70 mg / (+/-)-camphor-10-sulfonic acid / acetonitrile / 20 °C

4: 57 percent / silver triflate; molecular sieves MS-4 Angstroem / CH₂Cl₂ / 2.5 h / -30 - -20 °C

5: aq. acetic acid / 3 h / 80 °C

6: 100 percent / pyridine / 18 h / 20 °C

With pyridine; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; silver trifluoromethanesulfonate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; acetic acid; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1023/A:1020428329743

Reference yield:

: 1849-36-1
para-nitrobenzenethiol

: 500213-04-7
4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: aq. Na₂CO₃; Bu₄NHSO₄ / ethyl acetate / 40 °C

2: MeONa / methanol

3: 70 mg / (+/-)-camphor-10-sulfonic acid / acetonitrile / 20 °C

4: 57 percent / silver triflate; molecular sieves MS-4 Angstroem / CH₂Cl₂ / 2.5 h / -30 - -20 °C

5: aq. acetic acid / 3 h / 80 °C

6: 100 percent / pyridine / 18 h / 20 °C

With pyridine; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; silver trifluoromethanesulfonate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; acetic acid; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1023/A:1020428329743