2-Oxa-5-azabicyclo[2.2.1]heptane-5-carboxylic acid, 1,1-diMethylethyl ester, (1S,4S)-

Base Information

• Chemical Name: 2-Oxa-5-azabicyclo[2.2.1]heptane-5-carboxylic acid, 1,1-diMethylethyl ester, (1S,4S)-
• CAS No.: 905306-11-8
• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25
• Mol file: 905306-11-8.mol

Synonyms:2-Oxa-5-azabicyclo[2.2.1]heptane-5-carboxylic acid, 1,1-diMethylethyl ester, (1S,4S)-;tert-butyl (1S,4S)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate;(1S,4S)-tert-Butyl 2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate;tert-Butyl (1R,4R)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate

Chemical Property of 2-Oxa-5-azabicyclo[2.2.1]heptane-5-carboxylic acid, 1,1-diMethylethyl ester, (1S,4S)-

Chemical Property:

• PSA: 38.77000
• LogP: 1.33250

Purity/Quality:

97% ^*data from raw suppliers

(1S,4S)-5-Boc-2-oxa-5-azabicyclo[2.2.1]heptane 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxa-5-azabicyclo[2.2.1]heptane-5-carboxylic acid, 1,1-diMethylethyl ester, (1S,4S)-

There total 28 articles about 2-Oxa-5-azabicyclo[2.2.1]heptane-5-carboxylic acid, 1,1-diMethylethyl ester, (1S,4S)- 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: 84.0%

(2S,4S)-tert-butyl-4-hydroxy-2-((phenylsulfonyloxy)methyl)tetrahydropyrrole-1-carboxylate → 2-oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid tert-butyl ester (127708-09-2,905306-11-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at -15 - 20 ℃; for 5h;

Reference yield: 64.0%

tert-butyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-formate (387362-68-7) → 2-oxa-5-aza-bicyclo[2.2.1]heptane-5-carboxylic acid tert-butyl ester (127708-09-2,905306-11-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 12h;

Reference yield: 44.44%

(2R,4R)-tert-butyl 4-((tert-butyldimethylsilyl)oxy)-2-((methanesulfonyloxy)methyl)pyrrolidine-1-carboxylate → (1R,4R)-tert-butyl 2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate (905306-11-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at -10 - 20 ℃; for 24h;

upstream raw materials:

(2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

(2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride

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