Bicyclo[2.2.1]heptan-2-ol, 1-amino-7,7-dimethyl-, (1R-endo)- (9CI)

Base Information

• Chemical Name: Bicyclo[2.2.1]heptan-2-ol, 1-amino-7,7-dimethyl-, (1R-endo)- (9CI)
• CAS No.: 793645-97-3
• Molecular Formula: C₉H₁₇NO
• Molecular Weight: 155.24
• Mol file: 793645-97-3.mol

Synonyms:Bicyclo[2.2.1]heptan-2-ol,1-amino-7,7-dimethyl-, (1R-endo)- (9CI)

Chemical Property of Bicyclo[2.2.1]heptan-2-ol, 1-amino-7,7-dimethyl-, (1R-endo)- (9CI)

Chemical Property:

• PSA: 46.25000
• LogP: 1.58500

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Bicyclo[2.2.1]heptan-2-ol, 1-amino-7,7-dimethyl-, (1R-endo)- (9CI)

There total 14 articles about Bicyclo[2.2.1]heptan-2-ol, 1-amino-7,7-dimethyl-, (1R-endo)- (9CI) 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: 83.0%

(1S,4R)-1-amino-7,7-dimethyl-bicyclo[2.2.1]heptan-2-one (38989-02-5) → (1S,4R)-1-amino-7,7-dimethylbicyclo[2.2.1]heptan-2-ol (793645-97-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -15 - 20 ℃; for 3h;

DOI:10.1016/j.molcata.2016.02.004

Reference yield: 75.0%

(1S,4R)-1-amino-7,7-dimethyl-bicyclo[2.2.1]heptan-2-one (38989-02-5) → (1S,2R,4R)-1-amino-2-exo-hydroxy-7,7-dimethyl-bicyclo[2.2.1]heptane (147168-89-6,793645-97-3)

Guidance literature:

With cerium(III) chloride heptahydrate; In methanol; at -78 - 20 ℃; for 6h;

DOI:10.1002/asia.201403240

Reference yield: 65.0%

1-isocyanate-2-camphorone → camphoraminol (793645-97-3)

Guidance literature:

1-isocyanate-2-camphorone; With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In methanol; at -78 - 0 ℃; for 2h;

With potassium hydroxide; In methanol; water; at 20 ℃; for 3h; Reflux;

upstream raw materials:

(+)-1-isocyanato-7,7-dimethylbicyclo[2.2.1]heptan-2-one

(1S,4R)-1-amino-7,7-dimethyl-bicyclo[2.2.1]heptan-2-one

(1S)-(+)-ketopinic acid

(1S)-10-camphorsulfonic acid

Downstream raw materials:

(1S,5R,7R)-10,10-dimethyl-3-ethyl-4-oxa-2-azatricyclo[5.2.1.0^1,5]dec-2-ene

Refernces

• 1、 -. "Camphor Schiff base, and preparation method and application thereof". Page/Page column 0019; 0020. . Retrieved 2017/01/02.
• 2、 -. "METHOD OF ENANTIOSELECTIVE ADDITION TO IMINES". Paragraph 0041. . Retrieved 2015/07/15.