(5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

Base Information

Chemical Name:(5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one
CAS No.:245450-83-3
Molecular Formula:C₁₅H₁₉NO₄
Molecular Weight:278.309
Hs Code.:

Synonyms:(5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

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Chemical Property of (5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

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Technology Process of (5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

There total 1 articles about (5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one 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: 47.0%

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

: 20989-17-7
(2S)-2-phenylglycinol

: phenyl [2-13C]bromoacetate

: 245450-83-3
(5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

Guidance literature:: (2S)-2-phenylglycinol; phenyl [2-13C]bromoacetate; With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 5h;

di-tert-butyl dicarbonate; In acetonitrile; at 20 ℃; for 5h;
DOI:10.1002/(SICI)1099-1344(199907)42:7<701::AID-JLCR232>3.0.CO;2-J

Reference yield: 87.0%

: 105-36-2
ethyl bromoacetate

: 245450-83-3
(5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

: 245450-85-5
(3S,5S)-2,3,5,6-tetrahydro-5-phenyl-3-(ethoxycarbonylmethyl)-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

Guidance literature:: (5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

ethyl bromoacetate; In tetrahydrofuran; at -78 ℃; for 1.5h;
DOI:10.1002/(SICI)1099-1344(199907)42:7<701::AID-JLCR232>3.0.CO;2-J

Reference yield:

: 245450-83-3
(5S)-2,3,5,6-tetrahydro-5-phenyl-N-(tert-butyloxycarbonyl)-4H-1,4-[3-13C]oxazin-2-one

: (2S)-2-{[(1S)-2-hydroxy-1-phenylethyl]amino}[2-13C]butanedioate hydrochloride

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -78 °C

1.2: 87 percent / tetrahydrofuran / 1.5 h / -78 °C

2.1: 1.18 g / HCl / 5 h / Heating

With hydrogenchloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1.1: Metallation / 1.2: Alkylation / 2.1: Ring cleavage;
DOI:10.1002/(SICI)1099-1344(199907)42:7<701::AID-JLCR232>3.0.CO;2-J