(S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Base Information

• Chemical Name: (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester
• CAS No.: 106860-13-3
• Molecular Formula: C₃₇H₃₉N₃O₉
• Molecular Weight: 669.731
• Mol file: 106860-13-3.mol

Synonyms:(S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Chemical Property of (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

There total 10 articles about (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-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:

(2S)-4-benzyloxicarbonyl-2-phthalimidobutanoic acid (88784-33-2) → (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester (106860-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅ / CH₂Cl₂

2: aq. NaHCO₃

With phosphorus pentachloride; sodium hydrogencarbonate; In dichloromethane;

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

Reference yield:

5-bromovaleroyl chloride (4509-90-4) → (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester (106860-13-3)

Guidance literature:

Multi-step reaction with 7 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

7: aq. NaHCO₃

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; sodium hydrogencarbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;

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

Reference yield:

L-glutamic acid γ-benzyl ester (1676-73-9,25014-27-1) → (S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester (106860-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / TEA / tetrahydrofuran / Heating

2: PCl₅ / CH₂Cl₂

3: aq. NaHCO₃

With TEA; phosphorus pentachloride; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane;

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

upstream raw materials:

(S)-4-Chlorocarbonyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid benzyl ester

(3S)-N¹-benzyloxycarbonyl-piperazic acid tert-butyl ester

5-bromovaleroyl chloride

L-glutamic acid γ-benzyl ester

Downstream raw materials:

(1S,9S)-t-butyl 1,2,3,4,7,8,9,10-octahydro-6,10-dioxo-9-phthalimidopyridazino<1,2-a><1,2>diazepine-1-carboxylate

(1S,9S)-9-Benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid

9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid tert-butyl ester

3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-4-oxo-butyric acid tert-butyl ester