phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside
• CAS No.: 612844-08-3
• Molecular Formula: C₂₆H₃₅Cl₆NO₈SSi
• Molecular Weight: 762.435
• Mol file: 612844-08-3.mol

Synonyms:phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

There total 4 articles about phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-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: 65.0%

di-tert-butylsilyl bis(trifluoromethanesulfonate) (85272-31-7) + phenyl 2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside (868230-98-2) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside (612844-08-3)

Guidance literature:

di-tert-butylsilyl bis(trifluoromethanesulfonate); phenyl 2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside; With dmap; In pyridine; at 20 ℃;

2,2,2-Trichloroethyl chloroformate; In pyridine;

DOI:10.1016/S0040-4039(03)01647-2

Reference yield:

phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside (868230-99-3) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside (612844-08-3)

Guidance literature:

In pyridine; for 0.5h;

DOI:10.1002/chem.200600832

Reference yield:

di-tert-butylsilyl bis(trifluoromethanesulfonate) → phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside (612844-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 0.05 h / 20 °C

2: 3.05 g / pyridine / 0.5 h

In pyridine;

DOI:10.1002/chem.200600832

upstream raw materials:

di-tert-butylsilyl bis(trifluoromethanesulfonate)

phenyl 2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

2,2,2-Trichloroethyl chloroformate

phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Downstream raw materials:

phenyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-O-di-tert-butylsilylene-β-D-galactopyranoside

5-benzyloxycarbonylamino-1-pentyl[2-deoxy-4,6-O-di-tert-butylsilylene-2-(2,2,2-trichloroethoxycarbamoyl)-3-O-(2,2,2-trichloroethoxycarbonyl)-α-D-galactopyranosyl]-(1→3)-[2,3,4-tri-O-acetyl-α-L-fucopyranosyl-(1→2)]-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1→4)-3,6-di-O-acetyl-2-deoxy-2-phthalimide-β-D-glucopyranoside