1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) S,S-dioxide

Base Information

• Chemical Name: 1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) S,S-dioxide
• CAS No.: 126373-75-9
• Molecular Formula: C₂₄H₂₈ClN₅O₉S₂
• Molecular Weight: 630.099
• Mol file: 126373-75-9.mol

Synonyms:

Chemical Property of 1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) S,S-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) S,S-dioxide

There total 7 articles about 1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) 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:

1'--L-alanyl>-5'-(ethoxycarbonyl)-7-(aminosulfonyl)-6-chlorospiro-<2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine> S,S-dioxide (126373-61-3,126373-62-4) → 1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) S,S-dioxide (126373-75-9,126373-76-0)

Guidance literature:

With sodium hydroxide; In ethanol; Ambient temperature;

DOI:10.1021/jm00168a013

Reference yield:

chloraminophenamide (121-30-2) → 1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) S,S-dioxide (126373-75-9,126373-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / 2 N HCl / ethanol / 1.5 h / 65 °C

2: 90 percent / HOAc, Zn / ethanol / 22 h

3: aq. NaOH / ethanol / Ambient temperature

With hydrogenchloride; sodium hydroxide; acetic acid; zinc; In ethanol;

DOI:10.1021/jm00168a013

Reference yield:

N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine (92893-50-0) → 1'-[N'-((1S)-1-carboxy-3-phenylpropyl)-L-alanyl]-5'-carboxy-7-(aminosulfonyl)-6-chlorospiro(2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine) S,S-dioxide (126373-75-9,126373-76-0)

Guidance literature:

Multi-step reaction with 6 steps

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

2: Et₃N / CH₂Cl₂ / Ambient temperature

3: 95 percent / pyridinium chlorochromate / CH₂Cl₂ / 72 h / Ambient temperature

4: 40 percent / 2 N HCl / ethanol / 1.5 h / 65 °C

5: 90 percent / HOAc, Zn / ethanol / 22 h

6: aq. NaOH / ethanol / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; acetic acid; triethylamine; N,N-dimethyl-formamide; pyridinium chlorochromate; zinc; In ethanol; dichloromethane;

DOI:10.1021/jm00168a013

upstream raw materials:

1'--L-alanyl>-5'-(ethoxycarbonyl)-7-(aminosulfonyl)-6-chlorospiro-<2H-1,2,4-benzothiadiazine-3(4H),3'-pyrrolidine> S,S-dioxide

chloraminophenamide

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