2,5-Diazabicyclo[2.2.1]heptane-2-carboxylic acid, 5-[5-(phenylmethoxy)-3-pyridinyl]-, 1,1-dimethylethyl ester, (1R,4R)-

Base Information

Chemical Name:2,5-Diazabicyclo[2.2.1]heptane-2-carboxylic acid, 5-[5-(phenylmethoxy)-3-pyridinyl]-, 1,1-dimethylethyl ester, (1R,4R)-
CAS No.:286946-75-6
Molecular Formula:C22H27N3O3
Molecular Weight:381.475
Hs Code.:
Mol file:286946-75-6.mol

Synonyms:

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Chemical Property of 2,5-Diazabicyclo[2.2.1]heptane-2-carboxylic acid, 5-[5-(phenylmethoxy)-3-pyridinyl]-, 1,1-dimethylethyl ester, (1R,4R)-

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Technology Process of 2,5-Diazabicyclo[2.2.1]heptane-2-carboxylic acid, 5-[5-(phenylmethoxy)-3-pyridinyl]-, 1,1-dimethylethyl ester, (1R,4R)-

There total 5 articles about 2,5-Diazabicyclo[2.2.1]heptane-2-carboxylic acid, 5-[5-(phenylmethoxy)-3-pyridinyl]-, 1,1-dimethylethyl ester, (1R,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:

: 134003-84-2,174823-32-6
tert-butyl (1R,4R)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

: 130722-95-1
3-(benzyloxy)-5-bromopyridine

: 286946-75-6
tert-butyl (1R,4R)-5-(5-benzyloxy-3-pyridinyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 80 - 85 ℃; for 5h;
DOI:10.1021/jm070018l

Reference yield:

: 134003-83-1
tert-butyl (1R,4R)-5-benzyl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

: 286946-75-6
tert-butyl (1R,4R)-5-(5-benzyloxy-3-pyridinyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethanol / 16 h / 760.05 Torr

2: sodium tert-butoxide / 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 5 h / 80 - 85 °C

With hydrogen; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium on activated charcoal; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In ethanol; toluene;
DOI:10.1021/jm070018l

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 286946-75-6
tert-butyl (1R,4R)-5-(5-benzyloxy-3-pyridinyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / dimethylformamide / 16 h / 20 °C

2: H₂ / Pd/C / ethanol / 16 h / 760.05 Torr

3: sodium tert-butoxide / 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 5 h / 80 - 85 °C

With hydrogen; potassium carbonate; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium on activated charcoal; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm070018l