(S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester

Base Information

• Chemical Name: (S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester
• CAS No.: 156699-39-7
• Molecular Formula: C₁₅H₂₆N₂O₆
• Molecular Weight: 330.381
• DSSTox Substance ID: DTXSID70446618
• Nikkaji Number: J1.117.402G
• Wikidata: Q82265331
• Mol file: 156699-39-7.mol

Synonyms:156699-39-7;(S)-Tetrahydropyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester;(S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester;(3S)-1,2-bis[(2-methylpropan-2-yl)oxycarbonyl]diazinane-3-carboxylic Acid;1,2,3-Pyridazinetricarboxylic acid, tetrahydro-,1,2-bis(1,1-dimethylethyl) ester, (3S)-;(S)-1,2-bis(tert-butoxycarbonyl)hexahydropyridazine-3-carboxylic acid;PYR412;MFCD23099733;(S)-1,2-Bis(Boc)-hexahydropyridazine-3-carboxylic Acid;SCHEMBL1330352;DTXSID70446618;MLXHSDCSBUGOLZ-JTQLQIEISA-N;CS-B1328;AKOS037650709;CS-15204;C13160;(3S)-1,2-Bis(tert-butoxycarbonyl)hexahydropyridazine-3alpha-carboxylic acid;(S)-Tetrahydropyridazine-1,2,3-tricarboxylicacid1,2-di-tert-butylester

Chemical Property of (S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester

Chemical Property:

• Boiling Point: 422.0±55.0 °C(Predicted)
• Density: 1.200±0.06 g/cm3(Predicted)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 330.17908655
• Heavy Atom Count: 23
• Complexity: 477

Purity/Quality:

97% ^*data from raw suppliers

(3S)-Tetrahydro-pyridazine-1,2,3-tricarboxylicacid1,2-di-tert-butylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(N1C(=O)OC(C)(C)C)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H](N1C(=O)OC(C)(C)C)C(=O)O

Technology Process of (S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester

There total 9 articles about (S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl 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: 98.0%

(4S)-3-<(3S)-N,N'-bis(t-butoxycarbonyl)hexahydropyridazine-3-carboxy>-4-phenylmethyl-2-oxazolidinone (156699-38-6) → (3S)-N,N'-bis-(t-butoxycarbonyl)hexahydropyridazine-3-carboxylic acid (156699-39-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/S0960-894X(99)00236-X

Reference yield:

C15H28N2O5 → (3R)-N,N'-bis-(t-butoxycarbonyl)hexahydropyridazine-3-carboxylic acid (146232-51-1) + (3S)-N,N'-bis-(t-butoxycarbonyl)hexahydropyridazine-3-carboxylic acid (156699-39-7)

Guidance literature:

With di(acetyloxy)iodobenzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In water; acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1080/00397911.2014.947653

Reference yield:

di-tert-butyl 3-[(S)-4-benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]hexahydropyridazine-1,2-dicarboxylate (1219114-45-0) → (3R)-N,N'-bis-(t-butoxycarbonyl)hexahydropyridazine-3-carboxylic acid (146232-51-1) + (3S)-N,N'-bis-(t-butoxycarbonyl)hexahydropyridazine-3-carboxylic acid (156699-39-7)

Guidance literature:

di-tert-butyl 3-[(S)-4-benzyl-2-oxo-1,3-oxazolidine-3-carbonyl]hexahydropyridazine-1,2-dicarboxylate; With lithium hydroxide monohydrate; water; In tetrahydrofuran; at -5 - 0 ℃;

With sodium hydrogen sulfate; In water; pH=2; Overall yield = 87 %; Overall yield = 1.31 g;

DOI:10.1021/jo3027214

upstream raw materials:

(4S)-3-<(3S)-N,N'-bis(t-butoxycarbonyl)hexahydropyridazine-3-carboxy>-4-phenylmethyl-2-oxazolidinone

(4S,5R)-3-<(3S)-N,N'-bis(t-butoxycarbonyl)hexahydropyridazine-3-carboxy>-4-methyl-5-phenyl-2-oxazolidinone

5-bromovaleroyl chloride

(S)-4-benzyl-3-(5-bromopentanoyl)oxazolidine-2-one

Downstream raw materials:

(S)-1-[(S)-3-(3-Benzyloxy-phenyl)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-propionyl]-hexahydro-pyridazine-3-carboxylic acid methyl ester

(S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester 3-methyl ester

(3S)-hexahydro-1,3-pridazinedicarboxylic acid 1-(phenylmethyl) ester

1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate