Carbamic acid, [(3R)-tetrahydro-4-oxo-3-furanyl]-, 1,1-dimethylethyl ester (9CI)

Base Information

Chemical Name:Carbamic acid, [(3R)-tetrahydro-4-oxo-3-furanyl]-, 1,1-dimethylethyl ester (9CI)
CAS No.:406220-17-5
Molecular Formula:C₉H₁₅NO₄
Molecular Weight:201.222
Hs Code.:
Mol file:406220-17-5.mol

Synonyms:Carbamic acid, [(3R)-tetrahydro-4-oxo-3-furanyl]-, 1,1-dimethylethyl ester (9CI)

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Chemical Property of Carbamic acid, [(3R)-tetrahydro-4-oxo-3-furanyl]-, 1,1-dimethylethyl ester (9CI)

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Technology Process of Carbamic acid, [(3R)-tetrahydro-4-oxo-3-furanyl]-, 1,1-dimethylethyl ester (9CI)

There total 4 articles about Carbamic acid, [(3R)-tetrahydro-4-oxo-3-furanyl]-, 1,1-dimethylethyl ester (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: 67.0%

: 150943-16-1
(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

: 150943-17-2
(2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

: 406220-17-5
(2R)-2-(tert-butyloxycarbonylamino)-4-oxacyclopentanone

: (+/-)-2-(tert-butyldiphenylsilyloxymethyl)-3-aza-5-oxa-1,4-cyclohexanedione

Guidance literature:: dirhodium tetraacetate; In dichloromethane; at -95 - 20 ℃; for 15h;
DOI:10.1139/v01-171

Reference yield: 44.0%

: 1430230-65-1,412278-24-1
(±)-trans-3-tert-butoxycarbonylamino-4-hydroxytetrahydrofuran

: 1414975-77-1,406220-17-5
tert-butyl N-(4-oxotetrahydrofuran-3-yl)carbamate

Guidance literature:: (±)-trans-3-tert-butoxycarbonylamino-4-hydroxytetrahydrofuran; With oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In tetrahydrofuran; at -78 - 20 ℃; for 16h;

Reference yield:

: 1708-29-8
2,5-dihydrofuran

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

: 1414975-77-1,406220-17-5
tert-butyl N-(4-oxotetrahydrofuran-3-yl)carbamate

Guidance literature:: 2,5-dihydrofuran; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;

With sodium azide; ammonium chloride; In methanol; water; Reflux;

di-tert-butyl dicarbonate; Further stages;
DOI:10.1007/s12039-020-01833-x