tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate

Base Information

Chemical Name:tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate
CAS No.:1368807-06-0
Molecular Formula:C₂₄H₂₆N₂O₃
Molecular Weight:390.482
Hs Code.:

Synonyms:tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate

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Chemical Property of tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate

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Technology Process of tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate

There total 3 articles about tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate 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: 66.0%

: 16114-53-7
4-iodo-3-methyl-5-phenylisoxazole

: 150814-00-9
p-vinyl-N-t-butoxycarbonylbenzylamine

: 1368807-06-0
tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate

Guidance literature:: With tetrabutyl-ammonium chloride; palladium diacetate; sodium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 1h; Microwave irradiation;
DOI:10.1002/cmdc.201100522

Reference yield:

: 536-74-3
phenylacetylene

: 1368807-06-0
tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 0 °C

1.2: 1 h / -78 - 20 °C

2.1: pyridine; hydroxylamine hydrochloride; sodium sulfate / 17 h / Reflux

3.1: Iodine monochloride / dichloromethane / 20 °C

4.1: tetrabutyl-ammonium chloride; palladium diacetate; sodium carbonate / N,N-dimethyl-formamide / 1 h / 130 °C / Microwave irradiation

With pyridine; n-butyllithium; hydroxylamine hydrochloride; tetrabutyl-ammonium chloride; palladium diacetate; Iodine monochloride; sodium carbonate; sodium sulfate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: Heck reaction;
DOI:10.1002/cmdc.201100522

Reference yield:

: 4-phenylbut-3-yn-2-one O-methyl oxime

: 1368807-06-0
tert-butyl 4-[trans-2-(3-methyl-5-phenylisoxazol-4-yl)vinyl]benzylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: Iodine monochloride / dichloromethane / 20 °C

2: tetrabutyl-ammonium chloride; palladium diacetate; sodium carbonate / N,N-dimethyl-formamide / 1 h / 130 °C / Microwave irradiation

With tetrabutyl-ammonium chloride; palladium diacetate; Iodine monochloride; sodium carbonate; In dichloromethane; N,N-dimethyl-formamide; 2: Heck reaction;
DOI:10.1002/cmdc.201100522