5-Hexynoic acid, 3-[2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]ethyl]-2-ethyl-, methyl ester, (3S)-

Base Information

Chemical Name:5-Hexynoic acid, 3-[2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]ethyl]-2-ethyl-, methyl ester, (3S)-
CAS No.:189952-75-8
Molecular Formula:C23H33NO4
Molecular Weight:387.519
Hs Code.:

Synonyms:

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Chemical Property of 5-Hexynoic acid, 3-[2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]ethyl]-2-ethyl-, methyl ester, (3S)-

Chemical Property:

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Technology Process of 5-Hexynoic acid, 3-[2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]ethyl]-2-ethyl-, methyl ester, (3S)-

There total 1 articles about 5-Hexynoic acid, 3-[2-[[(1,1-dimethylethoxy)carbonyl](phenylmethyl)amino]ethyl]-2-ethyl-, methyl ester, (3S)- 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: 90.0%

: 90965-06-3
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

: 189952-74-7
(R)-5-(Benzyl-tert-butoxycarbonyl-amino)-2-ethyl-3-(2-oxo-ethyl)-pentanoic acid methyl ester

: 189952-75-8
(S)-3-[2-(Benzyl-tert-butoxycarbonyl-amino)-ethyl]-2-ethyl-hex-5-ynoic acid methyl ester

Guidance literature:: With potassium carbonate; In methanol; Ambient temperature;
DOI:10.1039/a700856b

Reference yield:

: 189952-75-8
(S)-3-[2-(Benzyl-tert-butoxycarbonyl-amino)-ethyl]-2-ethyl-hex-5-ynoic acid methyl ester

: 189952-82-7
(1R,5S,12S)-N-benzyloxycarbonyl-12-ethyl-3-oxo-1,2,3,4,5,6-hexahydro-1,5-methanoazocino[4,3-b]indole

Guidance literature:: Multi-step reaction with 8 steps

1: LAH / tetrahydrofuran

2: Swern oxidation

3: 83 percent / Me₃SiOTf / tetrahydrofuran / -78 °C

4: 86 percent / PdCl₂(PPh₃)2, CuI, Et₃N / Heating

5: 64 percent / NaOEt / ethanol / Heating

6: 54 percent / TFA / Heating

7: HCO₂NH₄ / 10percent Pd/C / methanol / Heating

8: K₂CO₃ / CH₂Cl₂

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; ammonium formate; sodium ethanolate; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1039/a700856b

Reference yield:

: 189952-75-8
(S)-3-[2-(Benzyl-tert-butoxycarbonyl-amino)-ethyl]-2-ethyl-hex-5-ynoic acid methyl ester

: 189952-83-8
C₂₄H₂₄N₂O₃

Guidance literature:: Multi-step reaction with 9 steps

1: LAH / tetrahydrofuran

2: Swern oxidation

3: 83 percent / Me₃SiOTf / tetrahydrofuran / -78 °C

4: 86 percent / PdCl₂(PPh₃)2, CuI, Et₃N / Heating

5: 64 percent / NaOEt / ethanol / Heating

6: 54 percent / TFA / Heating

7: HCO₂NH₄ / 10percent Pd/C / methanol / Heating

8: K₂CO₃ / CH₂Cl₂

9: 54 percent / PDC/Celite, TBHP / benzene / Ambient temperature

With tert.-butylhydroperoxide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium aluminium tetrahydride; dipyridinium dichromate; trimethylsilyl trifluoromethanesulfonate; Celite; ammonium formate; sodium ethanolate; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;
DOI:10.1039/a700856b