151489-85-9

Usage

Uses

Used in Pharmaceutical Industry:
(1S)-6,6'-Dimethoxy[1,1'-biphenyl]-2,2'-diamine is used as a key intermediate for the synthesis of various pharmaceuticals. Its chiral nature allows for the production of enantiomerically pure compounds, which is crucial for the development of effective and safe medications.
Used in Agrochemical Industry:
In the agrochemical industry, (1S)-6,6'-Dimethoxy[1,1'-biphenyl]-2,2'-diamine is utilized as a precursor for the synthesis of chiral agrochemicals. Its ability to control stereochemistry in reactions contributes to the development of more effective and targeted pesticides and other agricultural products.
Used in Materials Science:
(1S)-6,6'-Dimethoxy[1,1'-biphenyl]-2,2'-diamine is employed as a building block for the development of new materials with specific properties. Its chiral structure and functional groups enable the creation of materials with unique characteristics, such as chiral polymers and other advanced materials.
Used in Asymmetric Catalysis:
As a chiral diamine compound, (1S)-6,6'-Dimethoxy[1,1'-biphenyl]-2,2'-diamine is used as a ligand or catalyst in asymmetric catalysis. It plays a crucial role in the enantioselective synthesis of various organic compounds, enabling the production of enantiomerically pure products with high selectivity and efficiency.
Used in Research and Development:
(1S)-6,6'-Dimethoxy[1,1'-biphenyl]-2,2'-diamine is also used in research and development for the exploration of new synthetic methods, catalysts, and ligands. Its unique properties and reactivity make it an attractive candidate for studying and developing innovative approaches in organic synthesis.

Upstream product

• 137465-71-5 2,2'-dimethoxy-6,6'-dinitrobiphenyl 
• 101938-44-7 rac-6,6'-dimethoxy[1,1'-biphenyl]-2,2'-diamine 
• 98991-08-3 2-iodo-1-methoxy-3-nitrobenzene 
• 197243-48-4 2-iodo-3-nitrophenol 
• 554-84-7 meta-nitrophenol 
• 603-85-0 2-Amino-3-nitrophenol 
• 102-56-7 2,5-dimethoxyaniline 
• 170959-02-1 2,5-dimethoxypivaloylaminobenzene 
• 536-90-3 m-Anisidine 
• 56619-93-3 N-(3-methoxyphenyl)pivalamide 
• 1313369-32-2 N,N'-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis(2,2-dimethylpropanamide) 

Relevant academic research and scientific papers

Synthetic method for optically pure double-helix oligomeric tetra-benzocyclooctene substances

The invention discloses a synthetic method for optically pure double-helix oligomeric tetra-benzocyclooctene substances. The synthetic method comprises the following steps: (1) carrying out oxidative cross-coupling on diiodo dimethoxy biphenyl (51) and 2,2',6,6'-biphenyl tetrabromide (97) to obtain 1,16-dibromo-8,9-dimethoxy tetra-benzocyclooctene (96); (2) splitting the compound (96), thus obtaining optically pure (S, S)-96 and (R, R)-96; (3) taking the compound (96) as a raw material, synthesizing an intermediate (116) containing 6 benzene rings; (4) splitting the intermediate (116) to obtain (M)-116 and (P)-116; (5) making the optically pure (S, S)-96 and (M)-116 reacted to obtain target products, namely (M) -117, (M)-149 and (M)-150; and/or: making the (R, R)-96 and (P)-116 reacted to obtain target products, namely (P)-117, (P)-149 and (P)-150.

A concise synthetic approach towards hydroxytetraphenylenes

This communication is concerned with our efforts in improving the syntheses of five hydroxytetraphenylens, which we obtained before. A short consecutive direct ortho-metalation and oxidative coupling sequence from N-pivaloyl-protected substituted aniline provided the corresponding 2,2-diiodobiphenyls. Subsequently, copper(II)-mediated oxidative coupling of 2,2-diiodobiphenyls successfully led to the formation of the corresponding hydroxytetraphenylenes. This is the first time that hydroxytetraphenylenes 2, 4 and 5 were all realized via oxidative cross-coupling reactions from the corresponding 2,2-diiodobiphenyls. Georg Thieme Verlag Stuttgart · New York.

Chiral biphenylamide derivative: An efficient organocatalyst for the enantioselective synthesis of α-hydroxy phosphonates

The aldol reactions of α-keto phosphonates and aldehydes were facilitated by an axially chiral biphenylprolinamide under mild conditions, affording the synthetically and pharmaceutically useful products in high yields and excellent enantioselectivities.

An efficient access to (R)- and (S)-6,6'-dimethoxy-2,2'-diiodo-1,1'-biphenyl

In a better procedure than the known for (rac)-2a, the diamine (rac)-2b was resolved for the first time with the new resolving agent (R,R)- and (S,S)-2,3-di(phenylaminocarbonyl)tartaric acid (5c) (40-45% weight yields; >99% ee). The diamines (R)- and (S)-2a and 2b were converted with >98% stereochemical retention into the diiodides (R)- and (S)-3a and 3b and subsequently, without loss of optical purity, diphenylphosphinated to the known diphosphines (R)- and (S)-4a and 4b.