(R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine

Base Information

• Chemical Name: (R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine
• CAS No.: 1403328-54-0
• Molecular Formula: C₃₄H₃₆NP
• Molecular Weight: 489.64

Synonyms:(R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine

Chemical Property of (R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine

Chemical Property:

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Technology Process of (R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine

There total 2 articles about (R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine 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: 92.0%

(R)-7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-carbonitrile (1403328-51-7) → (R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine (1403328-54-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 12h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201204363

Reference yield:

(R)-7-bis(3,5-dimethylphenyl)phosphino-7′-trifluoromethanesulfonyloxy-1,1′-spirobiindane (1403360-57-5) → (R)-(7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-yl)methanamine (1403328-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide

2: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 °C / Reflux; Inert atmosphere

With lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/anie.201204363

Reference yield: 76.0%

bis(1,5-cyclooctadiene)diiridium(I) dichloride (12112-67-3) + H2NCH2C6H3CH2CH2CCH2CH2C6H3P(C6H3(CH3)2)2 (1403328-54-0) + sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate (79060-88-1) → (H2NCH2C6H3CH2CH2CCH2CH2C6H3P(C6H3(CH3)2)2)Ir(C8H12)(1+)*B(C6H3(CF3)2)4(1-)=(C42H48IrNP)C32H12BF24 (1366181-11-4)

Guidance literature:

In dichloromethane; reflux, 2 h;

DOI:10.1002/anie.201204363

upstream raw materials:

(R)-7-bis(3,5-dimethylphenyl)phosphino-7′-trifluoromethanesulfonyloxy-1,1′-spirobiindane

(R)-7'-di(3,5-dimethylphenyl)phosphino-1,1'-spirobi(indane)-7-carbonitrile

Downstream raw materials:

(H₂NCH₂C₆H₃CH₂CH₂CCH₂CH₂C₆H₃P(C₆H₃(CH₃)2)2)Ir(C₈H₁₂)⁽¹⁺⁾*B(C₆H₃(CF₃)2)4^(1-)=(C₄₂H₄₈IrNP)C₃₂H₁₂BF₂₄

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