3-[6-Amino-2-(1-carboxy-3-phenyl-propylamino)-hexanoyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid

Base Information

Chemical Name:3-[6-Amino-2-(1-carboxy-3-phenyl-propylamino)-hexanoyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid
CAS No.:109683-62-7
Molecular Formula:C₂₃H₃₄N₄O₅S
Molecular Weight:478.613
Hs Code.:
ChEMBL ID:CHEMBL139140
DSSTox Substance ID:DTXSID601100061
Nikkaji Number:J361.977J

Synonyms:CHEMBL139140;SCHEMBL9749318;HYMXBWATPVGMLE-LNLFQRSKSA-N;DTXSID601100061;BDBM50011191;109683-62-7;3-[6-Amino-2-(1-carboxy-3-phenyl-propylamino)-hexanoyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid;1,3,4-Thiadiazole-2-carboxylic acid, 3-[6-amino-2-[(1-carboxy-3-phenylpropyl)amino]-1-oxohexyl]-5-(1,1-dimethylethyl)-2,3-dihydro-, [2S-[2R*,3[R*(R*)]]]-;5-t-Butyl-3-[N2 -(1-(S)-carboxy-3-phenylpropyl)-L -lysyl]-2,3-dihydro-1,3,4-thiadiazole-2-(S)-carboxylic acid

Suppliers and Price of 3-[6-Amino-2-(1-carboxy-3-phenyl-propylamino)-hexanoyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid

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

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Chemical Property of 3-[6-Amino-2-(1-carboxy-3-phenyl-propylamino)-hexanoyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid

Chemical Property:

XLogP3:-1.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:13
Exact Mass:478.22499137
Heavy Atom Count:33
Complexity:718

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)C1=NN(C(S1)C(=O)O)C(=O)C(CCCCN)NC(CCC2=CC=CC=C2)C(=O)O
Isomeric SMILES:CC(C)(C)C1=NN([C@@H](S1)C(=O)O)C(=O)[C@H](CCCCN)N[C@@H](CCC2=CC=CC=C2)C(=O)O

Technology Process of 3-[6-Amino-2-(1-carboxy-3-phenyl-propylamino)-hexanoyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid

There total 9 articles about 3-[6-Amino-2-(1-carboxy-3-phenyl-propylamino)-hexanoyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic 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: 36.0%

: 109785-11-7
benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylate

: 109683-62-7
5-tert-butyl-3-[N²-(1(S)-carboxy-3-phenylpropyl)-L-lysyl]-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 1h;
DOI:10.1021/jm00105a066

Reference yield:

: 93114-01-3
1,1-dimethylethanethioic acid hydrazide

: 109683-62-7
5-tert-butyl-3-[N²-(1(S)-carboxy-3-phenylpropyl)-L-lysyl]-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / ethanol / 16 h / Ambient temperature

2: 27 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / 18 h / Ambient temperature

3: 22 percent / pyrrolidine, 3A molecular sieves / acetonitrile / 24 h / Ambient temperature

4: 36 percent / H₂ / 10percent Pd/C / ethanol / 1 h

With pyrrolidine; 3 A molecular sieve; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; acetonitrile;
DOI:10.1021/jm00105a066

Reference yield:

: 4263-93-8,111611-91-7
2-hydroxy-4-phenylbutanoic acid

: 109683-62-7
5-tert-butyl-3-[N²-(1(S)-carboxy-3-phenylpropyl)-L-lysyl]-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 46 percent / triethylamine / ethyl acetate / 16 h / Heating

2: 1.) pyridine / 1.) dichloromethane, -22 deg C, 15 min, 2.) RT, 1 h

3: 28 percent / triethylamine / CH₂Cl₂ / 1.) RT, 1 h, 2.) reflux, 2.5 h

4: HCl / diethyl ether / 18 h / Ambient temperature

5: 27 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / 18 h / Ambient temperature

6: 22 percent / pyrrolidine, 3A molecular sieves / acetonitrile / 24 h / Ambient temperature

7: 36 percent / H₂ / 10percent Pd/C / ethanol / 1 h

With pyrrolidine; pyridine; hydrogenchloride; 3 A molecular sieve; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/jm00105a066