7-Azabicyclo[2.2.1]heptane-7-carboxylic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (1S,2R,4R)-

Base Information

• Chemical Name: 7-Azabicyclo[2.2.1]heptane-7-carboxylic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (1S,2R,4R)-
• CAS No.: 500556-94-5
• Molecular Formula: C19H26N2O4
• Molecular Weight: 346.426
• Mol file: 500556-94-5.mol

Synonyms:

Chemical Property of 7-Azabicyclo[2.2.1]heptane-7-carboxylic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (1S,2R,4R)-

Chemical Property:

• PSA: 67.87000
• LogP: 3.78200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Azabicyclo[2.2.1]heptane-7-carboxylic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (1S,2R,4R)-

There total 7 articles about 7-Azabicyclo[2.2.1]heptane-7-carboxylic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (1S,2R,4R)- 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: 86.0%

tert-butyl exo-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate (1250884-79-7) → tert-butyl (1S,2R,4R)-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate (500556-94-5,1250884-79-7)

Guidance literature:

With chiralcel OD colunm; In ethanol; n-heptane; Resolution of racemate;

Reference yield: 78.0%

(1S,2R,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid (1221818-81-0,500556-91-2,711082-67-6) + benzyl alcohol (100-51-6,185532-71-2) → tert-butyl (1S,2R,4R)-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate (500556-94-5,1250884-79-7)

Guidance literature:

(1S,2R,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 70 ℃; for 1h;

benzyl alcohol; In toluene; at 90 ℃; for 18h;

Reference yield: 56.0%

tert-butyl exo-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate (1250884-79-7) → tert-butyl (1R,2S,4S)-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate (1250884-79-7) + tert-butyl (1S,2R,4R)-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate (500556-94-5,1250884-79-7)

Guidance literature:

Resolution of racemate;

upstream raw materials:

(+/-) exo-tert-butyl-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate

tert-butyl exo-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate

(1S,2R,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid

benzyl alcohol

Downstream raw materials:

exo-tert-butyl (1S,2R,4R)-(+)-2-amino-7-azabicyclo[2.2.1]heptane-7-carboxylate

exo-tert-butyl(1S, 2R, 4R)-(+)-2-amino-7-azabicyclo[2.2.1]heptane-7-carboxylate