(6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one

Base Information

Chemical Name:(6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one
CAS No.:1416263-38-1
Molecular Formula:C₃₁H₂₅F₂NO₃
Molecular Weight:497.541
Hs Code.:

Synonyms:(6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one

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Chemical Property of (6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one

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Technology Process of (6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one

There total 15 articles about (6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-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: 76.0%

: (3S,4S,6S)-3-((S)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)methyl)-6-(4-fluorophenyl)-4-hydroxytetrahydro-2H-pyran-2-one

: 1416263-38-1
(6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one

Guidance literature:: With Burgess Reagent; In toluene; at 90 ℃; for 18h;
DOI:10.1021/jo400807c

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 1416263-38-1
(6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: [(R,R)-salen-Cr]BF₄ / tert-butyl methyl ether / 24 h / -30 °C / Molecular sieve

1.2: 5 h / 20 °C

2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / dichloromethane; methanol / 0.5 h / -20 °C

3.1: dihydrogen peroxide; molybdenum(VI) oxide / acetonitrile / 24 h

4.1: pyridine; acetic anhydride / dichloromethane / 2 h / 20 °C

5.1: toluene / 72 h / Reflux

6.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 18 h

7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 °C

8.1: potassium iodide / acetonitrile; water / 0.58 h / 20 °C

9.1: Burgess Reagent / toluene / 18 h / 90 °C

With pyridine; sodium tetrahydroborate; Burgess Reagent; lithium hydroxide monohydrate; cerium(III) chloride heptahydrate; di-isopropyl azodicarboxylate; [(R,R)-salen-Cr]BF₄; dihydrogen peroxide; acetic anhydride; triphenylphosphine; potassium iodide; molybdenum(VI) oxide; In tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether; water; toluene; acetonitrile; 7.1: |Mitsunobu Displacement;
DOI:10.1021/jo400807c

Reference yield:

: 350-46-9,178603-76-4
4-Fluoronitrobenzene

: 1416263-38-1
(6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: zinc; ammonium chloride / water / 0.25 h / 60 °C

2: methanesulfonic acid / acetone / 2 h / 20 °C

3: toluene / 72 h / Reflux

4: lithium hydroxide monohydrate / tetrahydrofuran; water / 18 h

5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 °C

6: potassium iodide / acetonitrile; water / 0.58 h / 20 °C

7: Burgess Reagent / toluene / 18 h / 90 °C

With Burgess Reagent; methanesulfonic acid; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; ammonium chloride; triphenylphosphine; potassium iodide; zinc; In tetrahydrofuran; water; acetone; toluene; acetonitrile; 5: |Mitsunobu Displacement;
DOI:10.1021/jo400807c