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

Base Information

Chemical Name:phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside
CAS No.:868231-01-0
Molecular Formula:C₃₇H₅₂Cl₃NO₁₅SSi
Molecular Weight:917.328
Hs Code.:

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

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

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

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

There total 4 articles about phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-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: 67.0%

: 868230-99-3
phenyl 2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

: 4163-60-4
β-D-galactose peracetate

: 868231-01-0
phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol051592z

Reference yield:

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 868231-01-0
phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / pyridine / 0.08 h / 20 °C

2: 67 percent / TMSOTf / CH₂Cl₂ / 1 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/ol051592z

Reference yield:

: 278784-83-1
phenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

: 868231-01-0
phenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->3)-2-deoxy-4,6-O-di-tert-butylsilylene-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaOMe / methanol / 5 h / 20 °C

2: 93 percent / pyridine / 0.08 h / 20 °C

3: 67 percent / TMSOTf / CH₂Cl₂ / 1 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane;
DOI:10.1021/ol051592z