3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole

Base Information

• Chemical Name: 3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole
• CAS No.: 950669-10-0
• Molecular Formula: C₃₃H₃₈N₂O₄
• Molecular Weight: 526.676
• Mol file: 950669-10-0.mol

Synonyms:3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole

Chemical Property of 3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole

There total 3 articles about 3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole 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%

2-tert-butoxycarbonyl-4,7-dihydro-2H-isoindole (950669-07-5) + benzaldehyde (100-52-7) → 3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole (950669-10-0)

Guidance literature:

With tetrabutyl-ammonium chloride; toluene-4-sulfonic acid; In chloroform; at 20 ℃; for 24h;

DOI:10.1002/ejoc.200700014

Reference yield:

1-tert-butylcarbonyl-4,7-dihydro-2H-isoindole + benzaldehyde (100-52-7) → 3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole (950669-10-0)

Guidance literature:

With tert-butylamine hydrochloride; toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo501521x

Reference yield:

1-(cyclohexa-1,4-dien-1-ylsulfonyl)-4-methylbenzene (950669-06-4) → 3,3'-bis(tert-butoxycarbonyl)-1,1'-phenylmethylenebis-4,7-dihydro-2H-isoindole (950669-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / tBuOK / tetrahydrofuran / 4 h / 20 °C

2: 90 percent / p-TsOH; nBu₄NCl / CHCl₃ / 24 h / 20 °C

With potassium tert-butylate; tetrabutyl-ammonium chloride; toluene-4-sulfonic acid; In tetrahydrofuran; chloroform;

DOI:10.1002/ejoc.200700014

upstream raw materials:

2-tert-butoxycarbonyl-4,7-dihydro-2H-isoindole

benzaldehyde

1-(cyclohexa-1,4-dien-1-ylsulfonyl)-4-methylbenzene

Downstream raw materials:

3,3'-diformyl-1,1'-phenylmethylenebis(4,7-dihydro-2H-isoindole)