(1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

Base Information

Chemical Name:(1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole
CAS No.:172329-47-4
Molecular Formula:C₂₃H₃₆N₂O₃SSi
Molecular Weight:448.702
Hs Code.:

(1'R,2'S)-2-<2'-<N-(tert-Butoxycarbonyl)amino>-1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

Synonyms:(1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-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 (1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

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Technology Process of (1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

There total 1 articles about (1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-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: 76.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 129776-83-6
(S)-2(tert-butoxycarbonyl)amino-3-phenyl-(R)-1-(2-thiazolyl)propan-1-ol

: 169905-33-3
(1'S,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

: 172329-47-4
(1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; for 18h; Yield given. Title compound not separated from byproducts; Ambient temperature;
DOI:10.1021/jo00129a037

Reference yield:

: 172329-47-4
(1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

: 133333-27-4
tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1: molecular sieves 4 Angstroem / acetonitrile / 0.5 h / Ambient temperature

2: 1.) NaBH₄, 2.) aq. CuCl₂, CuO / 1.) MeOH, r.t., 10 min, 2.) CH₃CN, r.t., 15 min

3: 80 percent / toluene / 18 h / Ambient temperature

4: NiCl₂*6H₂O, NaBH₄ / methanol / 1.) 0 deg C, 1 h, 2.) r.t., 18 h

5: Bu₄NF*3H₂O / tetrahydrofuran / 2 h / Ambient temperature

With sodium tetrahydroborate; 4 A molecular sieve; tetrabutyl ammonium fluoride; copper(II) oxide; copper dichloride; nickel dichloride; In tetrahydrofuran; methanol; toluene; acetonitrile;
DOI:10.1021/jo00129a037

Reference yield:

: 172329-47-4
(1'R,2'S)-2-<2'--1'-<(tert-butyldimethylsilyl)oxy>-3'-phenylpropyl>-1,3-thiazole

: 172329-54-3
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

Guidance literature:: Multi-step reaction with 4 steps

1: molecular sieves 4 Angstroem / acetonitrile / 0.5 h / Ambient temperature

2: 1.) NaBH₄, 2.) aq. CuCl₂, CuO / 1.) MeOH, r.t., 10 min, 2.) CH₃CN, r.t., 15 min

3: 80 percent / toluene / 18 h / Ambient temperature

4: NiCl₂*6H₂O, NaBH₄ / methanol / 1.) 0 deg C, 1 h, 2.) r.t., 18 h

With sodium tetrahydroborate; 4 A molecular sieve; copper(II) oxide; copper dichloride; nickel dichloride; In methanol; toluene; acetonitrile;
DOI:10.1021/jo00129a037