4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide

Base Information

Chemical Name:4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide
CAS No.:331634-01-6
Molecular Formula:C₁₆H₁₆BrN₅O₉S
Molecular Weight:534.301
Hs Code.:

Synonyms:4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide

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Chemical Property of 4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide

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Technology Process of 4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide

There total 1 articles about 4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide 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: 92.0%

: 1,4,6-tri-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-D-galactopyranose

: 331634-01-6
4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide

Guidance literature:: With titanium(IV) bromide; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ja003713q

Reference yield: 55.0%

: 120791-76-6
N-fluorenylmethoxycarbonyl-threonine-tert-butyl ester

: 331634-01-6
4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide

: 331634-02-7
N-(9-fluorenylmethoxycarbonyl)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl)-L-threonine tert-butyl ester

Guidance literature:: With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver perchlorate; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/ja003713q

Reference yield:

: 331634-01-6
4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl bromide

: N-(9-fluorenylmethoxycarbonyl)-O-(4,6-di-O-acetyl-2-azido-2-deoxy-3-S-(2,4-dinitrophenyl)-3-thio-α-D-galactopyranosyl)-L-threonine

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / 2,4,6-collidine; AgClO₄; 4A molecular sieves / CH₂Cl₂ / 5 h / 20 °C

2: 100 percent / 95percent aq. TFA / 1 h / 20 °C

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver perchlorate; In dichloromethane;
DOI:10.1021/ja003713q