(+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl

Base Information

• Chemical Name: (+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl
• CAS No.: 78038-79-6
• Molecular Formula: C₂₂H₁₈O₂
• Molecular Weight: 314.384
• Mol file: 78038-79-6.mol

Synonyms:(+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl

Chemical Property of (+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl

There total 23 articles about (+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl 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: 88.0%

(S)-2,2'-Bis-1,1'-binaphthyl (98834-92-5) → (S)-2,2'-Bis-1,1'-binaphthyl (3594-94-3,76373-22-3,76373-23-4,78038-79-6)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; for 24h; Heating;

DOI:10.1055/s-1985-31196

Reference yield: 45.0%

(+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl (78038-79-6) → (S)-2,2'-Bis-1,1'-binaphthyl (3594-94-3,76373-22-3,76373-23-4,78038-79-6)

Guidance literature:

With lipase CE; vinyl caproate; In various solvent(s); at 30 ℃; for 24h;

DOI:10.1016/S0957-4166(99)00555-8

Reference yield:

C84H48O8 → (+/-)-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl (78038-79-6) + 1,1'-bi-2-naphthol (602-09-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 5h; Heating;

DOI:10.1246/bcsj.59.235

upstream raw materials:

1-Bromo-naphthalene-2-carboxylic acid 1-methyl-heptyl ester

l-menthyl 1-bromo-2-naphthoate

1-Bromo-naphthalene-2-carboxylic acid (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

1-Bromo-naphthalene-2-carboxylic acid 1-phenyl-ethyl ester

Downstream raw materials:

(S)-2,2'-Bis-1,1'-binaphthyl

(R)-2,2'-dimethyl-1,1'-binaphthyl

(S)-1,1'-binaphthyl-2,2'-dicarboxylic acid

(R)-1,1'-binaphthyl-2,2'-dicarboxylic acid

Refernces

• 1、 Kitamura, Masanori,Arimura, Yuichiro,Shirakawa, Seiji,Maruoka, Keiji. "Combinatorial approach for the design of new, simplified chiral phase-transfer catalysts with high catalytic performance for practical asymmetric synthesis of α-alkyl-α-amino acids". . p. 2026 - 2030. Retrieved 2008/09/19.
• 2、 Furutani, Toshiyuki,Hatsuda, Masanori,Imashiro, Ritsuo,Seki, Masahiko. "Facile synthesis of enantiopure 1,1'-binaphthyl-2,2'-dicarboxylic acid via lipase-catalyzed kinetic resolution". . p. 4763 - 4768. Retrieved 2007/10/03.