tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate

Base Information

Chemical Name:tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate
CAS No.:925703-62-4
Molecular Formula:C₂₀H₂₅Cl₃N₂O₅
Molecular Weight:479.788
Hs Code.:

Synonyms:tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate

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Chemical Property of tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate

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Technology Process of tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate

There total 7 articles about tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate 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: 74.0%

: 925703-70-4
tert-butyl (1S,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate

: 545-06-2
trichloroacetonitrile

: 925703-62-4
tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/ol0627202

Reference yield: 62.0%

: 925703-60-2
tert-butyl (1R,2R)-1-(2-allyloxy-4-methoxyphenyl)-1,3-dihydroxypropan-2-ylcarbamate

: 545-06-2
trichloroacetonitrile

: 925703-62-4
tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/ol0627202

Reference yield:

: 150-19-6
O-methylresorcine

: 925703-62-4
tert-butyl (4S,5S)-4-(2-allyloxy-4-methoxyphenyl)-2-trichloromethyl-5,6-dihydro-4H-1,3-oxazin-5-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: methyl magnesium chloride / tetrahydrofuran / 0.17 h / 20 °C

1.2: 100 percent / CH₂Cl₂ / 15 h / 0 - 20 °C

2.1: K₂CO₃; NaI / acetone / 16 h / 20 °C

3.1: p-toluenesulfonic acid / methanol / 2 h / 0 °C

4.1: 62 percent / DBU / CH₂Cl₂ / 1 h / 0 - 20 °C

With methylmagnesium chloride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/ol0627202