{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

Base Information

Chemical Name:{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester
CAS No.:246158-10-1
Molecular Formula:C₂₂H₃₃N₃O₄
Molecular Weight:403.522
Hs Code.:

{1-[1-azido-2-(4-<i>tert</i>-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid <i>tert</i>-butyl ester

Synonyms:{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

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Chemical Property of {1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

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Technology Process of {1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

There total 11 articles about {1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester 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: 100.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 246158-07-6
(2S,3S)-2-azido-1-(4-tert-butoxyphenyl)hex-5-en-3-ol

: 246158-10-1
{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In benzene; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(99)01216-2

Reference yield:

: 5545-54-0
N-(benzyloxycarbonyl)-O-(1,1-dimethylethyl)-L-tyrosine

: 246158-10-1
{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-methylmorpholine; isobutyl chloroformate / CH₂Cl₂ / 0.25 h / -20 °C

1.2: 85 percent / CH₂Cl₂ / 3 h / 20 °C

2.1: 80 percent / tetrahydrofuran / 4 h / -78 °C

3.1: 14 percent / K-Selectride / tetrahydrofuran / 4 h / -78 °C

4.1: 75 percent / KOH / H₂O; ethanol / 5 h / Heating

5.1: 85 percent / 4-(dimethylamino)pyridine; CuSO₄; triflyl azide / CH₂Cl₂ / 2 h

6.1: NaOH; NBu₄HSO₄ / benzene; H₂O / 1 h

With 4-methyl-morpholine; dmap; potassium hydroxide; sodium hydroxide; triflic azide; tetra(n-butyl)ammonium hydrogensulfate; potassium tri-sec-butyl-borohydride; copper(II) sulfate; isobutyl chloroformate; In tetrahydrofuran; ethanol; dichloromethane; water; benzene;
DOI:10.1021/jo0356863

Reference yield:

: 246158-06-5
(2S,3S)-2-amino-1-(4-tert-butoxyphenyl)hex-5-en-3-ol

: 246158-10-1
{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / 4-(dimethylamino)pyridine; CuSO₄; triflyl azide / CH₂Cl₂ / 2 h

2: NaOH; NBu₄HSO₄ / benzene; H₂O / 1 h

With dmap; sodium hydroxide; triflic azide; tetra(n-butyl)ammonium hydrogensulfate; copper(II) sulfate; In dichloromethane; water; benzene;
DOI:10.1021/jo0356863