(S)-1-Benzyl 3-tert-butyl tetrahydropyridazine-1,3(2H)-dicarboxylate

Base Information

• Chemical Name: (S)-1-Benzyl 3-tert-butyl tetrahydropyridazine-1,3(2H)-dicarboxylate
• CAS No.: 72064-51-8
• Molecular Formula: C9H18N2O2
• Molecular Weight: 320.389
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80452785
• Nikkaji Number: J1.120.899A
• Wikidata: Q72506763
• Mol file: 72064-51-8.mol

Synonyms:72064-51-8;(S)-1-Benzyl 3-tert-butyl tetrahydropyridazine-1,3(2H)-dicarboxylate;1-O-benzyl 3-O-tert-butyl (3S)-diazinane-1,3-dicarboxylate;(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid,t-butyl ester;SCHEMBL645805;DTXSID80452785;DOUUPKDLDFXKDX-AWEZNQCLSA-N;(S)-1-Benzyl3-tert-butyltetrahydropyridazine-1,3(2H)-dicarboxylate;AKOS016005308;AC-4298;(35)-1-benzyl 3-t-butyl hexahydropyridazine-1,3-dicarboxylate;(3S)-1-benzyl 3-t-butyl hexahydropyridazine-1,3-dicarboxylate;1-Benzyl 3-tert-butyl (3S)-tetrahydropyridazine-1,3(2H)-dicarboxylate;Hexahydropyridazine-1,3alpha-dicarboxylic acid 1-benzyl 3-tert-butyl ester;(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid tert-butyl ester;(S)-1-(Benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid,tert-butyl ester

Chemical Property of (S)-1-Benzyl 3-tert-butyl tetrahydropyridazine-1,3(2H)-dicarboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 415.332°C at 760 mmHg
• Flash Point: 204.986°C
• PSA: 67.87000
• Density: 1.148g/cm³
• LogP: 2.90060
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 320.17360725
• Heavy Atom Count: 23
• Complexity: 413

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-1-Benzyl3-tert-butyltetrahydropyridazine-1,3(2H)-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1CCCN(N1)C(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H]1CCCN(N1)C(=O)OCC2=CC=CC=C2

Technology Process of (S)-1-Benzyl 3-tert-butyl tetrahydropyridazine-1,3(2H)-dicarboxylate

There total 6 articles about (S)-1-Benzyl 3-tert-butyl tetrahydropyridazine-1,3(2H)-dicarboxylate 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: 85.0%

(3S)-hexahydro-1,3-pridazinedicarboxylic acid 1-(phenylmethyl) ester (65632-62-4) + isobutene (115-11-7,15220-85-6) → (3S)-N1-benzyloxycarbonyl-piperazic acid tert-butyl ester (72064-51-8)

Guidance literature:

With sulfuric acid; In 1,4-dioxane;

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

Reference yield:

5-bromovaleroyl chloride (4509-90-4) → (3S)-N1-benzyloxycarbonyl-piperazic acid tert-butyl ester (72064-51-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) nBuLi / 1.) THF, -78 deg C, 2.) THF

2: 1.) LDA, 2.) Bu₄NI, DMPU / 1.) THF, -78 deg C, 2.) CH₂Cl₂

3: 98 percent / LiOH / tetrahydrofuran; H₂O

4: 100 percent / CH₂Cl₂

5: 98 percent / aq. NaOH / toluene

6: 85 percent / H₂SO₄ / dioxane

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium hydroxide; n-butyllithium; sulfuric acid; tetra-(n-butyl)ammonium iodide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;

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

Reference yield:

(4S)-3-<(3S)-N,N'-bis(t-butoxycarbonyl)hexahydropyridazine-3-carboxy>-4-phenylmethyl-2-oxazolidinone (156699-38-6) → (3S)-N1-benzyloxycarbonyl-piperazic acid tert-butyl ester (72064-51-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / LiOH / tetrahydrofuran; H₂O

2: 100 percent / CH₂Cl₂

3: 98 percent / aq. NaOH / toluene

4: 85 percent / H₂SO₄ / dioxane

With lithium hydroxide; sodium hydroxide; sulfuric acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;

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

upstream raw materials:

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

isobutene

5-bromovaleroyl chloride

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

Downstream raw materials:

(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-nonanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-decanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

tert-butyl (3S)-1-benzyloxycarbonyl-2-<(2R)-1-oxo-2-<(2,2,2-trichloroethoxycarbonyl)methyl>undecyl>hexahydropyridazine-3-carboxylate

Refernces