(S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole

Base Information

Chemical Name:(S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole
CAS No.:124127-20-4
Molecular Formula:C₁₇H₂₂N₂O₃S
Molecular Weight:334.439
Hs Code.:

(S,S)-2-<2-<N-(tert-Butoxycarbonyl)amino>-1-hydroxy-3-phenylpropyl>-1,3-thiazole

Synonyms:(S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole

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Chemical Property of (S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole

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Technology Process of (S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole

There total 11 articles about (S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole 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: 13.0%

: 158744-42-4
Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-phenyl-1-thiazol-2-yl-propyl ester

: 124127-20-4
(S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole

Guidance literature:: With sodium hydroxide; In ethanol; for 0.25h; Ambient temperature;
DOI:10.1021/jo00092a026

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 124127-20-4
(S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole

Guidance literature:: Multi-step reaction with 9 steps

1: LAH / tetrahydrofuran / 1 h / Heating

2: molecular sieves 4 Angstroem / toluene / 1 h / 90 °C

3: NaBH₄ / methanol / 30 h / 0 °C

4: 99 percent / dioxane / 18 h / Ambient temperature

5: 1.) (COCl)2, DMSO, 2.) diisopropylethylamine / 1.) CH₂Cl₂, - 60 deg C to -45 deg C, 30 min; -45 deg C, 5 min, 2.) 5 min

6: 2.) Bu₄NF*3H₂O / 1.) CH₂Cl₂, -20 deg C, 48 h, 2.) THF, r.t., 1 h

7: 99 percent / pyridine, DMAP / 18 h / Ambient temperature

8: CAN / acetonitrile; H₂O / 18 h / Ambient temperature

9: CH₃ONa / methanol / 0.25 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; ammonium cerium(IV) nitrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; toluene; acetonitrile;
DOI:10.1021/jo00129a057

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 124127-20-4
(S,S)-2-<2--1-hydroxy-3-phenylpropyl>-1,3-thiazole

Guidance literature:: Multi-step reaction with 8 steps

1: molecular sieves 4 Angstroem / toluene / 1 h / 90 °C

2: NaBH₄ / methanol / 30 h / 0 °C

3: 99 percent / dioxane / 18 h / Ambient temperature

4: 1.) (COCl)2, DMSO, 2.) diisopropylethylamine / 1.) CH₂Cl₂, - 60 deg C to -45 deg C, 30 min; -45 deg C, 5 min, 2.) 5 min

5: 2.) Bu₄NF*3H₂O / 1.) CH₂Cl₂, -20 deg C, 48 h, 2.) THF, r.t., 1 h

6: 99 percent / pyridine, DMAP / 18 h / Ambient temperature

7: CAN / acetonitrile; H₂O / 18 h / Ambient temperature

8: CH₃ONa / methanol / 0.25 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; oxalyl dichloride; ammonium cerium(IV) nitrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; water; toluene; acetonitrile;
DOI:10.1021/jo00129a057