2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester

Base Information

Chemical Name:2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester
CAS No.:607358-40-7
Molecular Formula:C₁₈H₂₆N₂O₆S
Molecular Weight:398.48
Hs Code.:

2-<i>tert</i>-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid <i>S</i>-(2-acetylamino-ethyl) ester

Synonyms:2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester

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Chemical Property of 2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester

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Technology Process of 2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester

There total 4 articles about 2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester 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:

: 1190-73-4
2-(acetylamino)ethanethiol

: 607358-36-1
(2S,3S)-2-tert-Butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-propionic acid

: 607358-40-7
2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In acetonitrile; at 23 ℃; for 1h;
DOI:10.1021/ol035101r

Reference yield:

: 102831-44-7
diethyl tert-butoxycarbonylaminomalonate

: 607358-40-7
2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / pig liver esterase / aq. phosphate buffer / 2 h / 23 °C / pH 7.0 / Enzymatic reaction

2.1: Et₃N; MgCl₂ / tetrahydrofuran / 2.5 h / cooling

2.2: tetrahydrofuran / 12 h / 20 °C

3.1: NaBH₄ / ethanol / 0.25 h / -20 °C

3.2: 49 percent / Aspergillus melleus protease / aq. phosphate buffer / 3 h / 23 °C / pH 7 / Enzymatic reaction

4.1: HOBt; DCC / acetonitrile / 1 h / 23 °C

With sodium tetrahydroborate; pig liver esterase; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; magnesium chloride; In tetrahydrofuran; phosphate buffer; ethanol; acetonitrile;
DOI:10.1021/ol035101r

Reference yield:

: 137686-07-8,137401-45-7
2-{[(tert-butoxy)carbonyl]amino}-3-ethoxy-3-oxopropanoic acid

: 607358-40-7
2-tert-butoxycarbonylamino-3-hydroxy-3-(4-hydroxy-phenyl)-thiopropionic acid S-(2-acetylamino-ethyl) ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N; MgCl₂ / tetrahydrofuran / 2.5 h / cooling

1.2: tetrahydrofuran / 12 h / 20 °C

2.1: NaBH₄ / ethanol / 0.25 h / -20 °C

2.2: 49 percent / Aspergillus melleus protease / aq. phosphate buffer / 3 h / 23 °C / pH 7 / Enzymatic reaction

3.1: HOBt; DCC / acetonitrile / 1 h / 23 °C

With sodium tetrahydroborate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; magnesium chloride; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1021/ol035101r