tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate

Base Information

• Chemical Name: tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate
• CAS No.: 145045-96-1
• Molecular Formula: C₃₈H₄₇N₃O₁₀S
• Molecular Weight: 737.871
• Mol file: 145045-96-1.mol

Synonyms:

Chemical Property of tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate

There total 3 articles about tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate 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:

t-butyl 5--3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate (157646-08-7) → tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate (145045-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Lawesson's reagent / toluene / 0.83 h / Heating

2: 1) NaH / 1) THF, 10 min, r.t., 2) THF, 10 min

With Lawessons reagent; sodium hydride; In toluene;

DOI:10.1039/P19920002175

Reference yield:

1-benzyl 3-(tert-butyl) malonate (72594-86-6) → tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate (145045-96-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / Br₂ / CCl₄

2: 1) NaH / 1) THF, 10 min, r.t., 2) THF, 10 min

With bromine; sodium hydride; In tetrachloromethane;

DOI:10.1039/P19920002175

Reference yield:

Benzyl tert-butyl bromomalonate (78815-40-4) + tert-Butyl (E)-5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-1-thioxo-1,2,3,10-tetrahydrodipyrrin-2-carboxylate (145045-95-0) → tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate (145045-96-1)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) THF, 10 min, r.t., 2) THF, 10 min;

DOI:10.1039/P19920002175

upstream raw materials:

Benzyl tert-butyl bromomalonate

tert-Butyl (E)-5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-1-thioxo-1,2,3,10-tetrahydrodipyrrin-2-carboxylate

t-butyl 5--3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrole-2-carboxylate

1-benzyl 3-(tert-butyl) malonate

Downstream raw materials:

2-[5-[1-[5-Carboxy-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-1H-pyrrol-2-yl]-1-cyano-meth-(E)-ylidene]-4,4-dimethyl-pyrrolidin-(2E)-ylidene]-malonic acid monobenzyl ester

Benzyl 10-cyano-13,17-bis-(2-methoxycarbonylethyl)-12,18-bis-(methoxycarbonylmethyl)-2,2,8,8-tetramethylisobacteriochlorin-5-carboxylate