(1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester
CAS No.:1384745-44-1
Molecular Formula:C₂₁H₂₄N₂O₄
Molecular Weight:368.433
Hs Code.:

Synonyms:(1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester

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Chemical Property of (1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of (1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester

There total 7 articles about (1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl 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:

: C₁₃H₁₈N₂O₂

: 501-53-1,94274-21-2
benzyl chloroformate

: 1384745-44-1
(1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 25 ℃; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.05.006

Reference yield:

: 1269460-89-0
C₁₆H₂₅NO₃

: 1384745-44-1
(1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / dichloromethane

2.1: potassium tert-butylate / tetrahydrofuran / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0 - 25 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 25 °C / Inert atmosphere

5.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; water / 25 °C / 760.05 Torr

5.2: Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0 - 25 °C / Inert atmosphere

With hydrogenchloride; thionyl chloride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2012.05.006

Reference yield:

: 1269460-95-8
C₁₆H₂₄ClNO₂

: 1384745-44-1
(1S,2S)-2-(2-hydroxy-1-phenyl-ethylcarbamoyl)-2-methylazetidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 0 - 25 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 25 °C / Inert atmosphere

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; water / 25 °C / 760.05 Torr

4.2: Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0 - 25 °C / Inert atmosphere

With hydrogenchloride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2012.05.006