3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

Base Information

• Chemical Name: 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester
• CAS No.: 234752-71-7
• Molecular Formula: C₂₇H₃₇N₅O₈
• Molecular Weight: 559.619
• Mol file: 234752-71-7.mol

Synonyms:3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

Chemical Property of 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester

There total 21 articles about 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid 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: 84.0%

(S)-3-amino-N-methoxy-N-methyl-succinamic acid tert-butyl ester (109364-30-9) + (1S,9S)-9-Benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid (192753-57-4) → 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester (234752-71-7)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In dichloromethane;

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

Reference yield:

5-bromovaleroyl chloride (4509-90-4) → 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester (234752-71-7)

Guidance literature:

Multi-step reaction with 14 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

8: 97 percent / H₂ / Pd/C / methanol

9: PCl₅ / tetrahydrofuran

10: N-ethylmorpholine / tetrahydrofuran

11: 98 percent / NH₂MH₂*H₂O / ethanol

12: 97 percent / aq. NaHCO₃

13: 94 percent / TFA / CH₂Cl₂

14: 84 percent / BOP, HOBt, i-Pr₂NEt / CH₂Cl₂

With N-ethylmorpholine;; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium hydroxide; n-butyllithium; phosphorus pentachloride; sulfuric acid; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; hydrazine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; 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) → 3-[(9-benzoylamino-6,10-dioxo-octahydro-pyridazino[1,2-a][1,2]diazepine-1-carbonyl)-amino]-N-methoxy-N-methyl-succinamic acid tert-butyl ester (234752-71-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / TEA / tetrahydrofuran / Heating

2: PCl₅ / CH₂Cl₂

3: aq. NaHCO₃

4: 97 percent / H₂ / Pd/C / methanol

5: PCl₅ / tetrahydrofuran

6: N-ethylmorpholine / tetrahydrofuran

7: 98 percent / NH₂MH₂*H₂O / ethanol

8: 97 percent / aq. NaHCO₃

9: 94 percent / TFA / CH₂Cl₂

10: 84 percent / BOP, HOBt, i-Pr₂NEt / CH₂Cl₂

With N-ethylmorpholine;; TEA; phosphorus pentachloride; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; hydrazine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;

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

upstream raw materials:

(S)-3-amino-N-methoxy-N-methyl-succinamic acid tert-butyl ester

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

5-bromovaleroyl chloride

L-glutamic acid γ-benzyl ester

Downstream raw materials:

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