ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate

Base Information

• Chemical Name: ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate
• CAS No.: 307002-18-2
• Molecular Formula: C₃₀H₃₀N₂O₆
• Molecular Weight: 514.578
• Mol file: 307002-18-2.mol

Synonyms:

Chemical Property of ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate

There total 6 articles about ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate 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: 90.0%

ethanol (64-17-5) + benzyl (benzyl){2-[2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl]-2-(1H-indol-3-yl)ethyl}carbamate (307002-62-6) → ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate (307002-18-2)

Guidance literature:

at 60 ℃; for 48h;

DOI:10.1002/1099-0690(200009)2000:17<3051::AID-EJOC3051>3.0.CO;2-3

Reference yield:

N-benzyl-2,2-dimethoxyethylamine (54879-88-8) → ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate (307002-18-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / K₂CO₃ / diethyl ether; H₂O / 2 h

2: HCl; H₂O / acetonitrile / 12 h / 20 °C

3: D,L-proline / acetonitrile / 20 h / 20 °C

4: 90 percent / 48 h / 60 °C

With hydrogenchloride; water; potassium carbonate; rac-Pro-OH; In diethyl ether; water; acetonitrile; 1: Substitution / 2: Hydrolysis / 3: Condensation / 4: Ring cleavage;

DOI:10.1002/1099-0690(200009)2000:17<3051::AID-EJOC3051>3.0.CO;2-3

Reference yield:

(2,2-Dimethoxy-ethyl)-[1-phenyl-meth-(Z)-ylidene]-amine (54879-74-2) → ethyl hydrogen 2-{2-[(benzyl)(benzyloxycarbonyl)amino]-1-(1H-indol-3-yl)ethyl}malonate (307002-18-2)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₄ / methanol / 24 h / 20 °C

2: 97 percent / K₂CO₃ / diethyl ether; H₂O / 2 h

3: HCl; H₂O / acetonitrile / 12 h / 20 °C

4: D,L-proline / acetonitrile / 20 h / 20 °C

5: 90 percent / 48 h / 60 °C

With hydrogenchloride; sodium tetrahydroborate; water; potassium carbonate; rac-Pro-OH; In methanol; diethyl ether; water; acetonitrile; 1: Reduction / 2: Substitution / 3: Hydrolysis / 4: Condensation / 5: Ring cleavage;

DOI:10.1002/1099-0690(200009)2000:17<3051::AID-EJOC3051>3.0.CO;2-3

upstream raw materials:

ethanol

benzyl (benzyl){2-[2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl]-2-(1H-indol-3-yl)ethyl}carbamate

N-benzyl-2,2-dimethoxyethylamine

(2,2-Dimethoxy-ethyl)-[1-phenyl-meth-(Z)-ylidene]-amine

Downstream raw materials:

ethyl 4-[(benzyl)(benzyloxycarbonyl)amino]-2-[(benzyloxycarbonyl)amino]-3-(1H-indol-3-yl)butyrate