p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside
CAS No.:949489-20-7
Molecular Formula:C₅₀H₅₂Cl₃NO₁₁S
Molecular Weight:981.388
Hs Code.:

p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

Synonyms:p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

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Chemical Property of p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

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Technology Process of p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

There total 16 articles about p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-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: 93.0%

: 949489-24-1
p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-amino-2-deoxy-1-thio-β-D-galactopyranoside

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 949489-20-7
p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/jo070585g

Reference yield:

: 917592-29-1
p-tolyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

: 949489-20-7
p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: AgOTf; p-tolylsulfanyl chloride / CH₂Cl₂; diethyl ether / 0.08 h / -78 °C

1.2: CH₂Cl₂; diethyl ether / 2 h / -78 - -10 °C

2.1: 1.5 g / NaOMe / methanol; CH₂Cl₂ / 4 h / Heating

3.1: 85 percent / 1,3-propanedithiol; Et₃N / CH₂Cl₂; methanol / Heating

4.1: 93 percent / NaHCO₃ / tetrahydrofuran / 4 h / 20 °C

With 1.3-propanedithiol; sodium methylate; silver trifluoromethanesulfonate; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo070585g

Reference yield:

: 125760-23-8
4-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

: 949489-20-7
p-tolyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: AgOTf; p-tolylsulfanyl chloride / CH₂Cl₂; diethyl ether / 0.08 h / -78 °C

1.2: CH₂Cl₂; diethyl ether / 2 h / -78 - -10 °C

2.1: 1.5 g / NaOMe / methanol; CH₂Cl₂ / 4 h / Heating

3.1: 85 percent / 1,3-propanedithiol; Et₃N / CH₂Cl₂; methanol / Heating

4.1: 93 percent / NaHCO₃ / tetrahydrofuran / 4 h / 20 °C

With 1.3-propanedithiol; sodium methylate; silver trifluoromethanesulfonate; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo070585g