2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

Base Information

Chemical Name:2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine
CAS No.:201348-61-0
Molecular Formula:C₂₀H₂₄N₂O₄S
Molecular Weight:388.488
Hs Code.:

Synonyms:2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

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Chemical Property of 2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

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Technology Process of 2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

There total 3 articles about 2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine 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: 87.0%

: 100-39-0
benzyl bromide

: 201348-59-6
2-(3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

: 201348-61-0
2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 5h; Heating;
DOI:10.1016/S0960-894X(97)10116-0

Reference yield:

: 75247-29-9
(2R,3S,4R,5R,6S)-2-bromo-6-methyltetrahydro-2H-pyran-3,4,5-triyl triacetate

: 201348-61-0
2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Bu₄NHSO₄; Na₂CO₃ / CH₂Cl₂; H₂O / 1 h / 20 °C

2: 100 percent / NaOMe / methanol / 3 h / 20 °C

3: 81 percent / p-toluenesulfonic acid monohydrate / acetone / 20 h / 20 °C

4: 87 percent / NaH / dimethylformamide / 5 h / 20 °C

With sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(02)00356-7

Reference yield:

: 201348-54-1
2-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)pyrimidine

: 201348-61-0
2-(2-O-benzyl-3,4-O-isopropylidene-β-L-fucopyranosylsulfanyl)pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / NaOMe / methanol / 3 h / 20 °C

2: 81 percent / p-toluenesulfonic acid monohydrate / acetone / 20 h / 20 °C

3: 87 percent / NaH / dimethylformamide / 5 h / 20 °C

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(02)00356-7