tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate

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Chemical Name:tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate
CAS No.:337969-19-4
Molecular Formula:C₂₁H₃₁N₃O₄
Molecular Weight:389.495
Hs Code.:

Synonyms:tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate

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Chemical Property of tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate

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Technology Process of tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate

There total 3 articles about tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate 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: 79.0%

: 79069-51-5
(S)-N-tert-butoxycarbonylvalinal

: 252253-32-0
2-(1-methyl-1-phenylethyl)-1,3,4-oxadiazole

: 337969-19-4
tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate

Guidance literature:: 2-(1-methyl-1-phenylethyl)-1,3,4-oxadiazole; With n-butyllithium; magnesium bromide; In hexane; at -70 - -45 ℃; for 1.5h;

(S)-N-tert-butoxycarbonylvalinal; In tetrahydrofuran; hexane; at -45 - -20 ℃; Further stages.;
DOI:10.1021/jm000410y

Reference yield:

: 57625-74-8
methyl 2-methyl-2-phenylpropionate

: 337969-19-4
tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / hydrazine hydrate / 6.5 h / Heating

2.1: 65 percent / 10 h / Heating

3.1: n-BuLi; MgBr₂*OEt₂ / hexane / 1.5 h / -70 - -45 °C

3.2: 79 percent / hexane; tetrahydrofuran / -45 - -20 °C

With n-butyllithium; hydrazine hydrate; magnesium bromide; In hexane;
DOI:10.1021/jm000410y

Reference yield:

: 5809-15-4
2-methyl-2-phenyl propanoyl hydrazide

: 337969-19-4
tert-butyl-N-{(1S)-2-hydroxy-1-(methylethyl)-2-[5-(1-methyl-1-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 65 percent / 10 h / Heating

2.1: n-BuLi; MgBr₂*OEt₂ / hexane / 1.5 h / -70 - -45 °C

2.2: 79 percent / hexane; tetrahydrofuran / -45 - -20 °C

With n-butyllithium; magnesium bromide; In hexane;
DOI:10.1021/jm000410y