2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde

Base Information

• Chemical Name: 2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde
• CAS No.: 371252-55-0
• Molecular Formula: C₃₄H₂₈N₂O₄
• Molecular Weight: 528.607
• Mol file: 371252-55-0.mol

Synonyms:2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde

Chemical Property of 2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde

There total 51 articles about 2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde 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: 100.0%

C34H30N2O4 → 2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde (371252-55-0)

Guidance literature:

With sodium periodate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ja0166141

Reference yield: 91.0%

(3S,3'S)-1,1'-dibenzyl-3,3'-bis-(2-hydroxyethyl)-[3,3'-biindoline]-2,2'-dione (247061-40-1) → 2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde (371252-55-0)

Guidance literature:

(3S,3'S)-1,1'-dibenzyl-3,3'-bis-(2-hydroxyethyl)-[3,3'-biindoline]-2,2'-dione; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 2h; Inert atmosphere;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02327

Reference yield: 90.0%

C36H34N2O5 (1431510-70-1) → 2,2'-((3S,3'S)-1,1'-dibenzyl-2,2'-dioxo-[3,3'-biindoline]-3,3'-diyl)diacetaldehyde (371252-55-0)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 60 ℃; for 1.5h;

DOI:10.1021/ol400845c

upstream raw materials:

2-iodophenylamine

C₃₇H₃₂N₂O₄

(4S,5S)-4,5-Bis-benzyloxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[(2-iodo-phenyl)-amide]

(4S,5S)-4,5-Dihydroxy-cyclohex-1-ene-1,2-dicarboxylic acid bis-[benzyl-(2-iodo-phenyl)-amide]

Downstream raw materials:

(3S,3'S)-1,1'-dibenzyl-3,3'-bis-(2-hydroxyethyl)-[3,3'-biindoline]-2,2'-dione

(3S,3'S)-1,1'-Dibenzyl-3,3'-bis-[(S)-2-hydroxy-3-(2-trimethylsilanyl-ethoxy)-propyl]-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione

(3S,3'S)-1,1'-Dibenzyl-3'-[(R)-2-hydroxy-3-(2-trimethylsilanyl-ethoxy)-propyl]-3-[(S)-2-hydroxy-3-(2-trimethylsilanyl-ethoxy)-propyl]-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione

(3S,3'S)-1,1'-Dibenzyl-3,3'-bis-[2-oxo-3-(2-trimethylsilanyl-ethoxy)-propyl]-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione

Refernces

• 1、 Babu, K. Naresh,Roy, Avishek,Singh, Manvendra,Bisai, Alakesh. "Thiourea-Catalyzed Enantioselective Malonate Addition onto 3-Sulfonyl-3′-indolyl-2-oxindoles: Formal Total Syntheses of (-)-Chimonanthine, (-)-Folicanthine, and (+)-Calycanthine". . p. 6327 - 6331. Retrieved 2018/10/20.
• 2、 Ghosh, Santanu,Bhunia, Subhajit,Kakde, Badrinath N.,De, Subhadip,Bisai, Alakesh. "Enantioselective construction of vicinal all-carbon quaternary centers via catalytic double asymmetric decarboxylative allylation". supporting information. p. 2434 - 2437. Retrieved 2014/03/21.