Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

Base Information

Chemical Name:Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester
CAS No.:672965-06-9
Molecular Formula:C₁₉H₂₇NO₆S
Molecular Weight:397.492
Hs Code.:

Synonyms:Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

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Chemical Property of Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

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Technology Process of Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

There total 5 articles about Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl 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: 25.0%

: 672965-04-7
acetic acid 3-tert-butoxycarbonylamino-4-(3-methoxy-phenyl)-1-methylsulfanyl-2-oxo-butyl ester

: 672965-06-9
Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

: Acetic acid (1R,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at -30 - -10 ℃;
DOI:10.1016/j.bmc.2003.10.037

Reference yield:

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

: 672965-06-9
Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran; H₂O

2.1: K₂CO₃ / dimethylformamide

3.1: sodium amide / tetrahydrofuran / 3 h / 50 °C

3.2: 59 percent / tetrahydrofuran / 2 h / 0 °C

4.1: 5.19 g / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 25 °C

5.1: 25 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / -30 - -10 °C

With pyridine; dmap; potassium carbonate; sodium amide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 4.1: Pummerer rearrangement;
DOI:10.1016/j.bmc.2003.10.037

Reference yield:

: (S)-2-amino-3-(3-methoxyphenyl)propanoic acid

: 672965-06-9
Acetic acid (1S,2S)-2-tert-butoxycarbonylamino-3-(3-methoxy-phenyl)-1-methylsulfanylcarbonyl-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran; H₂O

2.1: K₂CO₃ / dimethylformamide

3.1: sodium amide / tetrahydrofuran / 3 h / 50 °C

3.2: 59 percent / tetrahydrofuran / 2 h / 0 °C

4.1: 5.19 g / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 25 °C

5.1: 25 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / -30 - -10 °C

With pyridine; dmap; potassium carbonate; sodium amide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 4.1: Pummerer rearrangement;
DOI:10.1016/j.bmc.2003.10.037