acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

Base Information

Chemical Name:acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose
CAS No.:865860-12-4
Molecular Formula:C₂₈H₃₂O₁₀S
Molecular Weight:560.622
Hs Code.:

Synonyms:acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

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Chemical Property of acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

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Technology Process of acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

There total 11 articles about acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose 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: 90.0%

: 865860-14-6
acetic acid (1S)-1-phenyl-2-(phenylsulfanyl)ethyl ester

: 19186-40-4
1,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

: 865860-12-4
acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1021/ja052548h

Reference yield:

: 17199-29-0
(S)-Mandelic acid

: 865860-12-4
acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / LiAlH₄ / diethyl ether / 2 h / Heating

2: 88 percent / Bu₂SnO; Et₃N / CH₂Cl₂ / 3 h / 20 °C

3: 98 percent / tetrahydrofuran / 20 °C

4: 82 percent / pyridine / 2 h / 0 °C

5: 90 percent / BF₃*OEt₂; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; lithium aluminium tetrahydride; 4 A molecular sieve; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja052548h

Reference yield:

: 25779-13-9
(S)-1-phenyl-1,2-ethanediol

: 865860-12-4
acetyl 3,4,6-tri-O-acetyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / Bu₂SnO; Et₃N / CH₂Cl₂ / 3 h / 20 °C

2: 98 percent / tetrahydrofuran / 20 °C

3: 82 percent / pyridine / 2 h / 0 °C

4: 90 percent / BF₃*OEt₂; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja052548h