(1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole

Base Information

Chemical Name:(1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole
CAS No.:154130-17-3
Molecular Formula:C₁₆H₂₀N₂O₃S
Molecular Weight:320.412
Hs Code.:

Synonyms:(1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole

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Technology Process of (1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole

There total 7 articles about (1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-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: 85.0%

: 154130-16-2
((S)-2-Oxo-1-phenyl-2-thiazol-2-yl-ethyl)-carbamic acid tert-butyl ester

: 154130-17-3
(1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole

Guidance literature:: With sodium tetrahydroborate; In methanol; at -80 ℃; for 0.5h;
DOI:10.1055/s-1993-26021

Reference yield:

: 2900-27-8
(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid

: 154130-17-3
(1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl ether / 0.33 h / 0 °C

2: 89 percent / BuLi / hexane; diethyl ether / 1 h / -70 °C

3: 85 percent / NaBH₄ / methanol / 0.5 h / -80 °C

With sodium tetrahydroborate; n-butyllithium; In methanol; diethyl ether; hexane;
DOI:10.1055/s-1993-26021

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 154130-17-3
(1S,2S)-2-<2-(N-tert-butoxycarbonylamino)-1-hydroxy-2-phenylethyl>-1,3-thiazole

Guidance literature:: Multi-step reaction with 2 steps

1: dioxane / 18 h / Ambient temperature

2: 1.) DIBAH; 3.) Bu₄NF*3H₂O / 1.) CH₂Cl₂, toluene, -78 deg C, 2 h; 2.) CH₂Cl₂, -20 deg C, 18 h; 3.) THF, r.t., 1 h

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In 1,4-dioxane;
DOI:10.1055/s-1995-3882