2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: 2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside
• CAS No.: 904297-72-9
• Molecular Formula: C₂₆H₂₇NO₇S₂
• Molecular Weight: 529.635

Synonyms:2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Chemical Property of 2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Chemical Property:

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Technology Process of 2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

There total 2 articles about 2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-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:

ethyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (210093-48-4) → 2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (904297-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 3 Angstroem molecular sieves; Br₂ / CH₂Cl₂ / 0.08 h / 20 °C

2: 1.4 g / acetonitrile / 0.33 h / 20 °C

With 3 A molecular sieve; bromine; In dichloromethane; acetonitrile;

DOI:10.1016/j.carres.2006.03.041

Reference yield:

C23H23BrO7 (155679-30-4) + sodium 2-mercaptothiazolinate (71591-75-8) → 2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (904297-72-9)

Guidance literature:

In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1016/j.carres.2006.03.041

Reference yield: 79.0%

2-thiazolinyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (904297-72-9) + 4-pentenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside (904297-71-8) → 4-pentenyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside (904297-73-0)

Guidance literature:

With 3 A molecular sieve; silver trifluoromethanesulfonate; In 1,2-dichloro-ethane;

DOI:10.1016/j.carres.2006.03.041

upstream raw materials:

C₂₃H₂₃BrO₇

sodium 2-mercaptothiazolinate

ethyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Downstream raw materials:

4-pentenyl 2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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