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ChemicalBook CAS DataBase List tert-butyl (R)-7-hydroxy-5-oxa-2-azaspiro[3.4]octane-2-carboxylate
1453316-08-9

tert-butyl (R)-7-hydroxy-5-oxa-2-azaspiro[3.4]octane-2-carboxylate synthesis

3synthesis methods
5-Oxa-2-azaspiro[3.4]oct-6-ene-2-carboxylic acid, 1,1-dimethylethyl ester

1446012-65-2
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tert-butyl (R)-7-hydroxy-5-oxa-2-azaspiro[3.4]octane-2-carboxylate

1453316-08-9
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Yield:1453316-08-9 74%

Reaction Conditions:

Stage #1: tert-butyl 5-oxa-2-azaspiro[3.4]oct-6-ene-2-carboxylatewith L-diisopinocampheylborane in tetrahydrofuran at -78 - 50; for 40 h;Inert atmosphere;Schlenk technique;
Stage #2: with dihydrogen peroxide;potassium hydroxide in tetrahydrofuran;water at 0 - 20; for 0.5 h;Inert atmosphere;Schlenk technique;enantioselective reaction;

References:

Li, Dong Bo;Rogers-Evans, Mark;Carreira, Erick M. [Organic Letters,2013,vol. 15,# 18,p. 4766 - 4769] Location in patent:supporting information

398489-26-4 Synthesis
1-Boc-3-azetidinone

398489-26-4
443 suppliers
$9.00/5g

tert-butyl (R)-7-hydroxy-5-oxa-2-azaspiro[3.4]octane-2-carboxylate

1453316-08-9
11 suppliers
inquiry