4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione

Base Information

Chemical Name:4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione
CAS No.:1013026-75-9
Molecular Formula:C₁₇H₁₉NO₅S
Molecular Weight:349.408
Hs Code.:

Synonyms:4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione

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Chemical Property of 4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione

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Technology Process of 4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione

There total 8 articles about 4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione 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: 92.0%

: 1126643-48-8
3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-hexofuranos-5-ulose

: 1013026-75-9
4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione

Guidance literature:: With potassium thioacyanate; toluene-4-sulfonic acid; In tetrahydrofuran; at -5 ℃; for 24h; Reflux;
DOI:10.1002/ejoc.201300720

Reference yield: 92.0%

: 3-O-benzyl-6-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-α-D-ribo-hexofuranos-5-ulose

: 1013026-75-9
4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione

Guidance literature:: With potassium thioacyanate; toluene-4-sulfonic acid; In tetrahydrofuran; at -5 ℃; for 24h; Reflux;
DOI:10.1002/ejoc.201300720

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 1013026-75-9
4-[(4R)-3-O-benzyl-1,2-O-isopropylidene-α-D-erythrofuranos-4-C-yl]-1,3-oxazoline-2-thione

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate / ethanol; water / 3 h / 20 °C

2: sodium hydride / N,N-dimethyl-formamide / 8 h / 20 °C

3: acetic acid; water / 8 h / 20 °C

4: N-Bromosuccinimide; di(n-butyl)tin oxide / chloroform; toluene

5: potassium thioacyanate; toluene-4-sulfonic acid / tetrahydrofuran / 24 h / -5 °C / Reflux

With sodium tetrahydroborate; N-Bromosuccinimide; water; potassium thioacyanate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; ethanol; chloroform; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.201300720