2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane

Base Information

Chemical Name:2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane
CAS No.:314754-71-7
Molecular Formula:C₄₄H₄₈O₆S
Molecular Weight:704.928
Hs Code.:

Synonyms:2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane

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Chemical Property of 2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane

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Technology Process of 2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane

There total 4 articles about 2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane 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: 85.0%

: 72174-24-4,53269-97-9
(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-thiol

: 314754-16-0
2-ethoxy-2-phenylethyl methanesulfonate

: 314754-71-7
2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane

Guidance literature:: With 15-crown-5; sodium hydride; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; at 60 ℃; for 3h;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 4358-87-6
(RS)-methyl mandelate

: 314754-71-7
2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / NaH / CH₂Cl₂

2: 81 percent / LiAlH₄ / diethyl ether / Heating

3: 100 percent / pyridine / 0.5 h

4: 85 percent / NaH; 15-crown-5 / 1,2-dimethoxy-ethane; dimethylformamide / 3 h / 60 °C

With pyridine; lithium aluminium tetrahydride; 15-crown-5; sodium hydride; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Reduction / 3: mesylation / 4: Condensation;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g

Reference yield:

: 65792-30-5
methyl α-ethoxy-α-phenylacetate

: 314754-71-7
2-ethoxy-2-phenyl-1-(2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranosylthio)ethane

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / LiAlH₄ / diethyl ether / Heating

2: 100 percent / pyridine / 0.5 h

3: 85 percent / NaH; 15-crown-5 / 1,2-dimethoxy-ethane; dimethylformamide / 3 h / 60 °C

With pyridine; lithium aluminium tetrahydride; 15-crown-5; sodium hydride; In 1,2-dimethoxyethane; diethyl ether; N,N-dimethyl-formamide; 1: Reduction / 2: mesylation / 3: Condensation;
DOI:10.1002/1099-0690(200011)2000:21<3527::aid-ejoc3527>3.3.co;2-g