2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside
CAS No.:524675-10-3
Molecular Formula:C₂₂H₂₇BrO₉S
Molecular Weight:547.421
Hs Code.:

Synonyms:2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

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Chemical Property of 2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

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Technology Process of 2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

There total 4 articles about 2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-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: 48.8%

: 88999-92-2
2-(4-bromophenyl)ethane-1-thiol

: 4163-60-4
β-D-galactose peracetate

: 524675-10-3
2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

: 2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-galactopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In chloroform; at 20 ℃; for 1h;
DOI:10.1016/S0008-6215(02)00359-2

Reference yield:

: 4654-39-1
4-bromophenethanol

: 524675-10-3
2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 99.5 percent / iPr₂NEt / CH₂Cl₂ / 2 h / -20 °C

2: 90.8 percent / Cs₂CO₃ / dimethylformamide / 1 h / 20 °C

3: 93.8 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 - 20 °C

4: 81.9 percent / BF₃*OEt₂ / CHCl₃; diethyl ether / 72 h / -10 - 0 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; caesium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00359-2

Reference yield:

: 114369-15-2
2-(4-bromophenyl)ethyl methanesulfonate

: 524675-10-3
2-(4-bromophenyl)ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90.8 percent / Cs₂CO₃ / dimethylformamide / 1 h / 20 °C

2: 93.8 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 - 20 °C

3: 81.9 percent / BF₃*OEt₂ / CHCl₃; diethyl ether / 72 h / -10 - 0 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; caesium carbonate; In tetrahydrofuran; diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00359-2