(S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester

Base Information

Chemical Name:(S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester
CAS No.:145902-59-6
Molecular Formula:C₂₃H₂₇NO₆
Molecular Weight:413.47
Hs Code.:

Synonyms:(S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester

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Chemical Property of (S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester

There total 5 articles about (S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl 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:

: 27513-44-6
N-tert-butoxycarbonyl-O-benzyl-(S)-tyrosine methyl ester

: 145902-59-6
(S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / toluene; hexane / -77 °C

2: sodium metabisulfite / H₂O / 5 h / Ambient temperature

3: 1.) 25percent aq. HCl, 2.) Na₂CO₃, di-tert-butyl dicarbonate, 3.) KHCO₃

4: 44 percent / Cs₂CO₃, (n-Bu)4NI / dimethylformamide / 5 h

5: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -77 deg C, 20 min, 2.) CH₂Cl₂, -77 deg C, 10 min

With hydrogenchloride; sodium disulfite; oxalyl dichloride; di-tert-butyl dicarbonate; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; sodium carbonate; potassium hydrogencarbonate; caesium carbonate; dimethyl sulfoxide; triethylamine; In hexane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00054a004

Reference yield:

: 82689-15-4
O-benzyl-N-(tert-butoxycarbonyl)-L-tyrosinal

: 145902-59-6
(S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sodium metabisulfite / H₂O / 5 h / Ambient temperature

2: 1.) 25percent aq. HCl, 2.) Na₂CO₃, di-tert-butyl dicarbonate, 3.) KHCO₃

3: 44 percent / Cs₂CO₃, (n-Bu)4NI / dimethylformamide / 5 h

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -77 deg C, 20 min, 2.) CH₂Cl₂, -77 deg C, 10 min

With hydrogenchloride; sodium disulfite; oxalyl dichloride; di-tert-butyl dicarbonate; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium hydrogencarbonate; caesium carbonate; dimethyl sulfoxide; triethylamine; In water; N,N-dimethyl-formamide;
DOI:10.1021/jm00054a004

Reference yield:

: (S)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-hydroxy-phenyl)-butyric acid methyl ester

: 145902-59-6
(S)-4-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-2-oxo-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 44 percent / Cs₂CO₃, (n-Bu)4NI / dimethylformamide / 5 h

2: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -77 deg C, 20 min, 2.) CH₂Cl₂, -77 deg C, 10 min

With oxalyl dichloride; tetra-(n-butyl)ammonium iodide; caesium carbonate; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/jm00054a004