allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside

Base Information

Chemical Name:allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside
CAS No.:865859-88-7
Molecular Formula:C₃₄H₃₈O₈S
Molecular Weight:606.737
Hs Code.:

Synonyms:allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside

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Chemical Property of allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside

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Technology Process of allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside

There total 5 articles about allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside 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: 74.0%

: allyl 3,6-di-O-acetyl-4-O-benzyl-β-D-glucopyranoside

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

: 865859-88-7
allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1021/ja052548h

Reference yield:

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

: 865859-88-7
allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside

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: 74 percent / BF₃*OEt₂; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.17 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

: 865859-88-7
allyl 3,6-di-O-acetyl-4-O-benzyl-2-O-{(1S)-phenyl-2-(phenylsulfanyl)ethyl}-β-D-glucopyranoside

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: 74 percent / BF₃*OEt₂; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.17 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