(S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester

Base Information

Chemical Name:(S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester
CAS No.:159750-05-7
Molecular Formula:C₁₃H₁₆ClN₃O₄
Molecular Weight:313.741
Hs Code.:

Synonyms:(S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester

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Chemical Property of (S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester

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Technology Process of (S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester

There total 6 articles about (S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)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: 75.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 159750-04-6
(S)-2-Azido-3-(4-chlorophenyl)propionic acid

: 159750-05-7
(S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jo00088a009

Reference yield:

: 1615-02-7,940-62-5
3-(4-chlorophenyl)prop-2-enoic acid

: 159750-05-7
(S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / H₂ / 10percent Pd-C / tetrahydrofuran / 4 h / Ambient temperature

2: Et₃N / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 45 min

3: n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) -78 deg C, 15 min and room temp., 10 h

4: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 2 min

5: 92 percent / 30percent H₂O₂, LiOH / tetrahydrofuran; H₂O / 1 h / 0 °C

6: 75 percent / i-Pr₂NEt / CH₂Cl₂ / 2 h / 0 °C

With lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00088a009

Reference yield:

: 2019-34-3
3-(4-chlorophenyl)propanoic acid

: 159750-05-7
(S)-2-Azido-3-(4-chlorophenyl)propionic acid (methoxyethoxy)methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 45 min

2: n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) -78 deg C, 15 min and room temp., 10 h

3: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 2 min

4: 92 percent / 30percent H₂O₂, LiOH / tetrahydrofuran; H₂O / 1 h / 0 °C

5: 75 percent / i-Pr₂NEt / CH₂Cl₂ / 2 h / 0 °C

With lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; dihydrogen peroxide; potassium hexamethylsilazane; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00088a009