(S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

Base Information

Chemical Name:(S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester
CAS No.:78089-02-8
Molecular Formula:C₁₆H₂₀BrNO₆
Molecular Weight:402.242
Hs Code.:

Synonyms:(S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

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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 (S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

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Technology Process of (S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

There total 1 articles about (S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-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: 85.0%

: 3262-72-4
(S)-N-(tert-butoxycarbonyl)serine

: 99-73-0,132309-76-3
para-bromophenacyl bromide

: 78089-02-8
(S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

Guidance literature:: With potassium hydrogencarbonate; In acetone; Ambient temperature; overnight;
DOI:10.1021/jo00331a001

Reference yield:

: 78089-02-8
(S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester

: 78089-01-7
(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (S)-2-tert-butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-2-(9,10-dioxo-9,10-dihydro-anthracen-2-ylmethoxycarbonyl)-ethoxycarbonyl]-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h / Ambient temperature

2: Zn / acetic acid; diethyl ether / 1.5 h / Ambient temperature

3: 1.) N-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, 2.) N-methylmorpholine / tetrahydrofuran / 1.) 1h, 0 deg C, 1h, r.t. 2.) 24h, r.t.

4: pyridinium p-toluenesulfonate / ethanol; tetrahydrofuran / 55 °C / overnight

5: 65 percent / 1.) N-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, 2.) N-methylmorpholine / tetrahydrofuran / 1.) 1h, 0 deg C, 1h, r.t., 2.) 24h, r.t.

With 4-methyl-morpholine; pyridinium p-toluenesulfonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetic acid;
DOI:10.1021/jo00331a001