(R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

Base Information

Chemical Name:(R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one
CAS No.:484068-16-8
Molecular Formula:C₂₅H₂₇NO₅
Molecular Weight:421.493
Hs Code.:

Synonyms:(R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

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Chemical Property of (R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

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Technology Process of (R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

There total 18 articles about (R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-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:

: 591-50-4
iodobenzene

: 484068-16-8
(R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 92 percent / Pd(OAc)2; P(o-Tol)3; Et₃N / toluene / Heating

2: 99 percent / H₂; pyridine / Pd/C / methanol / 25 °C / 760.05 Torr

3: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

4: tetrahydrofuran / Heating

5: (Ph₃P)3RhCl / tetrahydrofuran

6: 3N aq. NaOH; 30percent aq. H₂O₂ / 25 °C

7: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

8: NaHMDS / tetrahydrofuran / -78 °C

9: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

10: 88 percent / CAN / acetonitrile; H₂O

11: 77 percent / NaOH / methanol / 4 °C

With pyridine; palladium diacetate; sodium hydroxide; Wilkinson's catalyst; ammonium cerium(IV) nitrate; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; 1: Heck arylation / 3: Dess-Martin oxidation / 4: Wittig olefination / 7: Dess-Martin oxidation / 9: Dess-Martin oxidation;
DOI:10.1021/ja028497v

Reference yield:

: 19265-24-8
1-chloropentane-2-one

: 484068-16-8
(R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 14 steps

1: tetrahydrofuran / 0 °C

2: aq. NaOH / diethyl ether / 25 °C

3: 69 percent / Pd₂(dba)3*CHCl₃; (S,S)-N,N'-bis(o-PPh₂C₆H₄CO)-1,2-cyclohexylenediamine; Et₃B

4: 92 percent / Pd(OAc)2; P(o-Tol)3; Et₃N / toluene / Heating

5: 99 percent / H₂; pyridine / Pd/C / methanol / 25 °C / 760.05 Torr

6: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

7: tetrahydrofuran / Heating

8: (Ph₃P)3RhCl / tetrahydrofuran

9: 3N aq. NaOH; 30percent aq. H₂O₂ / 25 °C

10: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

11: NaHMDS / tetrahydrofuran / -78 °C

12: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

13: 88 percent / CAN / acetonitrile; H₂O

14: 77 percent / NaOH / methanol / 4 °C

With pyridine; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; sodium hydroxide; Wilkinson's catalyst; ammonium cerium(IV) nitrate; triethyl borane; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile; 4: Heck arylation / 6: Dess-Martin oxidation / 7: Wittig olefination / 10: Dess-Martin oxidation / 12: Dess-Martin oxidation;
DOI:10.1021/ja028497v

Reference yield:

: 484068-03-3
2-propyl-2-vinyl-oxirane

: 484068-16-8
(R)-4-Hydroxy-3-[(R)-1-(3-nitro-phenyl)-allyl]-6-phenethyl-6-propyl-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 12 steps

1: 69 percent / Pd₂(dba)3*CHCl₃; (S,S)-N,N'-bis(o-PPh₂C₆H₄CO)-1,2-cyclohexylenediamine; Et₃B

2: 92 percent / Pd(OAc)2; P(o-Tol)3; Et₃N / toluene / Heating

3: 99 percent / H₂; pyridine / Pd/C / methanol / 25 °C / 760.05 Torr

4: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

5: tetrahydrofuran / Heating

6: (Ph₃P)3RhCl / tetrahydrofuran

7: 3N aq. NaOH; 30percent aq. H₂O₂ / 25 °C

8: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

9: NaHMDS / tetrahydrofuran / -78 °C

10: Dess-Martin periodinane / CH₂Cl₂ / 25 °C

11: 88 percent / CAN / acetonitrile; H₂O

12: 77 percent / NaOH / methanol / 4 °C

With pyridine; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; sodium hydroxide; Wilkinson's catalyst; ammonium cerium(IV) nitrate; triethyl borane; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; 2: Heck arylation / 4: Dess-Martin oxidation / 5: Wittig olefination / 8: Dess-Martin oxidation / 10: Dess-Martin oxidation;
DOI:10.1021/ja028497v