[[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester

Base Information

• Chemical Name: [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester
• CAS No.: 215453-30-8
• Molecular Formula: C₂₉H₃₃N₃O₇
• Molecular Weight: 535.597
• Mol file: 215453-30-8.mol

Synonyms:[[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester

Chemical Property of [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester

There total 10 articles about [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl 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:

sodium malonate (141-95-7) + diethyl tert-butoxycarbonylaminomalonate (102831-44-7) + methanesulfonyl chloride (124-63-0) → [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester (215453-30-8)

Guidance literature:

With sodium iodide; sodium ethanolate; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; dichioromethane; ethanol; water;

Reference yield:

6-bromo-isoquinoline (34784-05-9) → [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester (215453-30-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) mCPBA, 2.) HCl / 2.) MeOH

2: 73 percent / POCl₃

3: 99 percent / KOH

4: 72 percent / ammonium acetate

5: 94 percent / pyridine

6: 1.) n-BuLi / 1.) THF

7: 99 percent / NaBH₄ / methanol; tetrahydrofuran

8: Et₃N / CH₂Cl₂

9: LiCl / tetrahydrofuran

10: EtONa / dioxane; ethanol

With pyridine; ammonium acetate; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; sodium ethanolate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium chloride; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane;

DOI:10.1016/S0960-894X(99)00069-4

Reference yield:

(6-bromoisoquinolin-1-yl)amine (215453-26-2) → [[-(benzoylamino)-6-isoquinolinyl]methyl][[(1,1-dimethylethoxy)carbonyl]amino]propane-dioic acid diethyl ester (215453-30-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 94 percent / pyridine

2: 1.) n-BuLi / 1.) THF

3: 99 percent / NaBH₄ / methanol; tetrahydrofuran

4: Et₃N / CH₂Cl₂

5: LiCl / tetrahydrofuran

6: EtONa / dioxane; ethanol

With pyridine; sodium tetrahydroborate; n-butyllithium; sodium ethanolate; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane;

DOI:10.1016/S0960-894X(99)00069-4

upstream raw materials:

diethyl tert-butoxycarbonylaminomalonate

6-bromo-isoquinoline

6-bromo-1-chloroisoquinoline

(6-bromoisoquinolin-1-yl)amine

Downstream raw materials:

rac-6-(1-aminoisoquinolinyl)alanine