(1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol

Base Information

Chemical Name:(1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol
CAS No.:142760-39-2
Molecular Formula:C₁₇H₂₁NO₄S
Molecular Weight:335.424
Hs Code.:

Synonyms:(1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol

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Chemical Property of (1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol

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Technology Process of (1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol

There total 14 articles about (1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol 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%

: 142705-76-8
(R)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-thiazol-2-yl-ethanone

: 142760-39-2
(1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol

Guidance literature:: With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1055/s-1992-34170

Reference yield:

: 103795-11-5
(1R)-1-O-benzyl-2,3-O-isopropylidene-1-(2-thiazolyl)-D-glycitol

: 142760-39-2
(1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol

Guidance literature:: Multi-step reaction with 4 steps

1: acetonitrile / Heating

2: NaBH₄ / methanol / 0.5 h / Ambient temperature

3: HgCl₂ / acetonitrile; H₂O / 0.33 h / Ambient temperature

4: 2.) Bu₄NF / 1.) THF, r. t., 14 h, 2.) r. t., 2 h

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; mercury dichloride; In methanol; water; acetonitrile;
DOI:10.1055/s-1992-34170

Reference yield:

: 103795-10-4
(2R,3R)-1,2-O-Isopropylidene-3-(2-thiazolyl)-1,2,3-propanetriol

: 142760-39-2
(1S,2R,3R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-1,2,3,4-butanetetraol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH, 2.) Bu₄NI / 1.) THF, reflux, 20 min, 2.) r. t., 14 h

2: acetonitrile / Heating

3: NaBH₄ / methanol / 0.5 h / Ambient temperature

4: HgCl₂ / acetonitrile; H₂O / 0.33 h / Ambient temperature

5: 2.) Bu₄NF / 1.) THF, r. t., 14 h, 2.) r. t., 2 h

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; mercury dichloride; In methanol; water; acetonitrile;
DOI:10.1055/s-1992-34170