tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate
CAS No.:1294446-95-9
Molecular Formula:C₁₇H₂₅NO₃
Molecular Weight:291.39
Hs Code.:

Synonyms:tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate

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Chemical Property of tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate

Chemical Property:

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Technology Process of tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate

There total 4 articles about tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)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: 64.0%

: 300-57-2,57807-91-7
allylbenzene

: 134210-15-4
(2S,3R)-tert-butyl-N-(3-hydroxypent-4-en-2-yl)carbamate

: 1294446-95-9
tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; Reflux;
DOI:10.1039/c0ob00871k

Reference yield:

: 15761-38-3
L-N-Boc-Ala

: 1294446-95-9
tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4.5 h / -15 °C

2.1: tetrahydrofuran / 0 - 20 °C

2.2: Cooling with ice

3.1: lithium tri-t-butoxyaluminum hydride / ethanol / 2 h / -78 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Reflux

With 4-methyl-morpholine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1039/c0ob00871k

Reference yield:

: 458531-57-2
[(S)-1-methyl-2-oxo-but-3-enyl]-carbamic acid tert-butyl ester

: 1294446-95-9
tert-butyl ((2S,3R,E)-3-hydroxy-6-phenylhex-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium tri-t-butoxyaluminum hydride / ethanol / 2 h / -78 °C

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium tri-t-butoxyaluminum hydride; In ethanol; dichloromethane;
DOI:10.1039/c0ob00871k