N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide

Base Information

• Chemical Name: N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide
• CAS No.: 126257-63-4
• Molecular Formula: C₃₂H₃₇Cl₄N₅O₁₁S₂
• Molecular Weight: 873.617

Synonyms:N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide

Chemical Property of N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide

Chemical Property:

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Technology Process of N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide

There total 6 articles about N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide 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: 71.0%

N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-amino-L-proline ethyl ester (126257-62-3) + 6-chloro-1,1-dioxo-1,2(4)-dihydro-1λ6-benzo[1,2,4]thiadiazine-7-sulfonyl chloride (4194-47-2) → N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide (126257-63-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; acetonitrile; at 0 ℃; for 20h;

DOI:10.1021/jm00168a013

Reference yield:

N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine (92893-50-0) → N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide (126257-63-4)

Guidance literature:

Multi-step reaction with 6 steps

1: oxalyl chloride, DMF / CH₂Cl₂ / 3.5 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / Ambient temperature

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 94 percent / NaN₃ / ethanol; H₂O / 24 h / Heating

5: 100 percent / Et₃N, propanedithiol / methanol / 20 h

6: 71 percent / Et₃N / acetonitrile; tetrahydrofuran / 20 h / 0 °C

With sodium azide; oxalyl dichloride; 1,2-propanedithiol; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm00168a013

Reference yield:

(S)-2-[((S)-1-Chlorocarbonyl-ethyl)-(2,2,2-trichloro-ethoxycarbonyl)-amino]-4-phenyl-butyric acid ethyl ester (92893-51-1) → N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide (126257-63-4)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / Ambient temperature

2: Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 94 percent / NaN₃ / ethanol; H₂O / 24 h / Heating

4: 100 percent / Et₃N, propanedithiol / methanol / 20 h

5: 71 percent / Et₃N / acetonitrile; tetrahydrofuran / 20 h / 0 °C

With sodium azide; 1,2-propanedithiol; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1021/jm00168a013

upstream raw materials:

N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-amino-L-proline ethyl ester

6-chloro-1,1-dioxo-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazine-7-sulfonyl chloride

N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine

(S)-2-[((S)-1-Chlorocarbonyl-ethyl)-(2,2,2-trichloro-ethoxycarbonyl)-amino]-4-phenyl-butyric acid ethyl ester

Downstream raw materials:

N--L-alanyl>-(4S)-4-<<<6-chloro-1,2,4-benzothiadiazin-7-yl>sulfonyl>amino>-L-proline ethyl ester S,S-dioxide

N-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-(4S)-4-{[(6-chloro-1,2,4-benzothiadiazin-7-yl)sulfonyl]amino}-L-proline S,S-dioxide

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