6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester
• CAS No.: 620165-23-3
• Molecular Formula: C₂₈H₃₄N₂O₄
• Molecular Weight: 462.589

Synonyms:6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester

Chemical Property of 6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester

There total 2 articles about 6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic 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: 65.0%

benzyl 4-ethyl-3-methyl-1H-pyrrole-2-carboxylate (51089-83-9) + t-butyl 6-acetoxy-1,4,5,6-tetrahydro-3-methylcyclopenta[b]pyrrole-2-carboxylate (620165-22-2) → 6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester (620165-23-3)

Guidance literature:

With toluene-4-sulfonic acid; In acetic acid;

DOI:10.1016/j.tetlet.2003.08.007

Reference yield:

tert-butyl 3-methylcyclopentapyrrole-2-carboxylate (145696-34-0) → 6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester (620165-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / p-toluenesulfonic acid / acetic acid

With toluene-4-sulfonic acid; In acetic acid;

DOI:10.1016/j.tetlet.2003.08.007

Reference yield:

6-(5-benzyloxycarbonyl-3-ethyl-4-methyl-1H-pyrrol-2-yl)-3-methyl-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-2-carboxylic acid tert-butyl ester (620165-23-3) → deoxophylloerythroetioporphyrin (16980-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / H₂ / Pd/C

2.1: p-toluenesulfonic acid

2.2: HCl

3.1: TFA; trimethyl orthoformate

3.2: 30 percent / air; zinc(II) acetate

With hydrogen; toluene-4-sulfonic acid; trifluoroacetic acid; trimethyl orthoformate; palladium on activated charcoal;

DOI:10.1016/j.tetlet.2003.08.007

upstream raw materials:

benzyl 4-ethyl-3-methyl-1H-pyrrole-2-carboxylate

t-butyl 6-acetoxy-1,4,5,6-tetrahydro-3-methylcyclopenta[b]pyrrole-2-carboxylate

tert-butyl 3-methylcyclopentapyrrole-2-carboxylate

Downstream raw materials:

deoxophylloerythroetioporphyrin

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