(2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

Base Information

Chemical Name:(2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid
CAS No.:905281-22-3
Molecular Formula:C₁₇H₂₁ClN₂O₇S
Molecular Weight:432.882
Hs Code.:

Synonyms:(2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

Suppliers and Price of (2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

There total 7 articles about (2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid 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:

: (S)-2-Amino-3-[3-chloro-4-((S)-1,1,3-trioxo-1λ⁶-isothiazolidin-5-yl)-phenyl]-propionic acid methyl ester

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

: 905281-22-3
(2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

Guidance literature:: (S)-2-Amino-3-[3-chloro-4-((S)-1,1,3-trioxo-1λ⁶-isothiazolidin-5-yl)-phenyl]-propionic acid methyl ester; di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃; for 2h;

With lithium hydroxide; In dichloromethane; for 2h;
DOI:10.1021/jm0600904

Reference yield:

: 850317-90-7
methyl (2S)-3-(4-amino-3-chlorophenyl)-2-[(tert-butoxycarbonyl)amino]propanoate

: 905281-22-3
(2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: aq. hydrochloric acid; sodium nitrite / 0.5 h / 0 °C

1.2: 2.1 g / aq. potassium iodide / 0.67 h / 20 - 35 °C

2.1: 64 percent / tetra-N-butylammonium chloride; palladium acetate; triethylamine / dimethylformamide / 2 h / 65 °C

3.1: 48 percent / lithium tetrahydroborate / tetrahydrofuran / 0.5 h / 20 °C

4.1: trifluoroacetic acid / 0.08 h / 130 °C / microwave irradiation

5.1: triethylamine / CH₂Cl₂ / 2 h / 20 °C

5.2: 184 mg / aq. lithium hydroxide / CH₂Cl₂ / 2 h

With hydrogenchloride; lithium borohydride; tetrabutyl-ammonium chloride; palladium diacetate; triethylamine; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: Heck reaction;
DOI:10.1021/jm0600904

Reference yield:

: 850317-91-8
methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-iodophenyl)propanoate

: 905281-22-3
(2S)-2-(tert-butoxycarbonyl)amino-3-{3-chloro-4-[(5S)-1,1-dioxido-3-oxoisothiazolidin-5-yl]phenyl}propanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 64 percent / tetra-N-butylammonium chloride; palladium acetate; triethylamine / dimethylformamide / 2 h / 65 °C

2.1: 48 percent / lithium tetrahydroborate / tetrahydrofuran / 0.5 h / 20 °C

3.1: trifluoroacetic acid / 0.08 h / 130 °C / microwave irradiation

4.1: triethylamine / CH₂Cl₂ / 2 h / 20 °C

4.2: 184 mg / aq. lithium hydroxide / CH₂Cl₂ / 2 h

With lithium borohydride; tetrabutyl-ammonium chloride; palladium diacetate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Heck reaction;
DOI:10.1021/jm0600904