5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene

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Chemical Name:5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene
CAS No.:206195-32-6
Molecular Formula:C₁₇H₁₈N₄O₄
Molecular Weight:342.354
Hs Code.:

Synonyms:5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene

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Chemical Property of 5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene

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Technology Process of 5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene

There total 9 articles about 5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene 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%

: 206195-30-4
(1R)-3-(2-ethynyl-3,4,5-trimethoxyphenyl)-1-(1,3-oxazol-2-yl)propan-1-ol

: 206195-32-6
5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene

Guidance literature:: With diphenyl phosphoryl azide; triphenylphosphine; diethylazodicarboxylate;
DOI:10.1021/jo980220j

Reference yield:

: 53560-26-2
3-(3,4,5-trimethoxyphenyl)propan-1-ol

: 206195-32-6
5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 5 h / 20 °C

2.1: 95 percent / silver trifluoroacetate; I₂; sodium bicarbonate / CHCl₃ / 3 h / 0 °C

3.1: 92 percent / Et₂NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 20 h / 90 °C

4.1: 98 percent / n-Bu₄NF / tetrahydrofuran / 7 h / 20 °C

5.1: 96 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 0.75 h / -78 °C

6.1: BH₃*THF / tetrahydrofuran / 1 h / 20 °C

6.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C

6.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C

7.1: 96 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

8.1: 85 percent / BH₃*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C

9.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C

With 2,6-dimethylpyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; borane-THF; oxalyl dichloride; di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; iodine; silver trifluoroacetate; sodium hydrogencarbonate; 1,1-diphenyl-L-valinol; dimethyl sulfoxide; diethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform; dimethyl sulfoxide; 3.1: Sonogashira coupling / 5.1: Swern oxidation / 7.1: Swern oxidation;
DOI:10.1016/S0040-4020(00)00862-0

Reference yield:

: 327025-04-7
5-(3-triisopropylsiloxypropyl)-4-iodo-1,2,3-trimethoxybenzene

: 206195-32-6
5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / Et₂NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 20 h / 90 °C

2.1: 98 percent / n-Bu₄NF / tetrahydrofuran / 7 h / 20 °C

3.1: 96 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 0.75 h / -78 °C

4.1: BH₃*THF / tetrahydrofuran / 1 h / 20 °C

4.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C

4.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C

5.1: 96 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

6.1: 85 percent / BH₃*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C

7.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; borane-THF; oxalyl dichloride; di-isopropyl azodicarboxylate; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; 1,1-diphenyl-L-valinol; dimethyl sulfoxide; diethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1.1: Sonogashira coupling / 3.1: Swern oxidation / 5.1: Swern oxidation;
DOI:10.1016/S0040-4020(00)00862-0