5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

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Chemical Name:5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one
CAS No.:163980-17-4
Molecular Formula:C₂₆H₃₆ClN₃O₃
Molecular Weight:474.043
Hs Code.:

Synonyms:5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

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Chemical Property of 5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

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Technology Process of 5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

There total 2 articles about 5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one 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:

: 163980-16-3
(1S,3R,5R)-3-<1(E)-(1-((triisopropylsilyl)oxy)methyl-3-tert-butoxypropenyl)>-1-<1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>phenyl>ethenyl>-6-oxabicyclo<3.1.0>hexane

: 163980-17-4
5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / -15 °C

2: 1.) diisopropylethylamine, MsCl, 2.) LiCl / 1.) CH₂Cl₂, -23 deg C, 1 h, 2.) CH₂Cl₂, DMF, -23 deg C to RT

With tetrabutyl ammonium fluoride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran;
DOI:10.1021/ja00126a017

Reference yield:

: 152425-15-5
(1S,3R,5R)-3-<1(E)-(1-(hydroxymethyl)-3-tert-butoxypropenyl)>-1-<1-<2-<5-(1,3-dimethylhexahydro-2-oxo-1,3,5-triazinyl)>phenyl>ethenyl>-6-oxabicyclo<3.1.0>hexane

: 163980-17-4
5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

Guidance literature:: With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; lithium chloride; Multistep reaction; 1.) CH₂Cl₂, -23 deg C, 1 h, 2.) CH₂Cl₂, DMF, -23 deg C to RT;
DOI:10.1021/ja00126a017

Reference yield:

: 163980-17-4
5-(2-{1-[(1R,3R,5R)-3-((E)-3-tert-Butoxy-1-chloromethyl-propenyl)-6-oxa-bicyclo[3.1.0]hex-1-yl]-vinyl}-phenyl)-1,3-dimethyl-[1,3,5]triazinan-2-one

: 57-24-9
strychnidin-10-one

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 12 h

2: NaH / benzene / 48 h / 100 °C

3: KOH / ethanol; H₂O / 3 h / 70 °C

4: 98 percent / Na₂SO₄ / acetonitrile / 0.17 h / Heating

5: 1.) LDA / 1.) THF, hexane, 0 deg C, 0.5 h, 2.) THF, hexane, -78 deg C, 2 h

6: 10percent HCl (gas) / methanol / 12 h / Heating

7: 1.) 10percent H₂SO₄, Zn, 2.) NaOMe / 1.) MeOH, reflux, 45 min, 2.) MeOH, RT, 9 h

8: 1.) DIBALH, 2.) HOAc, NaOAc, Ac₂O / 1.) CH₂Cl₂, -90 deg C, 2.) 110 deg C, 2 h

With hydrogenchloride; potassium hydroxide; sulfuric acid; sodium methylate; sodium acetate; acetic anhydride; sodium hydride; diisobutylaluminium hydride; acetic acid; sodium sulfate; zinc; lithium diisopropyl amide; In methanol; ethanol; water; acetonitrile; benzene;
DOI:10.1021/ja00126a017