(3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one

Base Information

Chemical Name:(3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one
CAS No.:1416263-32-5
Molecular Formula:C₃₁H₂₇F₂NO₄
Molecular Weight:515.556
Hs Code.:

Synonyms:(3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one

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Chemical Property of (3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one

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Technology Process of (3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one

There total 11 articles about (3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-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: 88.0%

: 1416263-31-4
(3S,3aS,6R,7aS)-3-(4-(benzyloxy)phenyl)-2,6-bis(4-fluorophenyl)tetrahydro-2H-pyrano[3,4-d]isoxazol-4(6H)-one

: 1416263-32-5
(3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one

Guidance literature:: With chloro-trimethyl-silane; potassium iodide; In acetonitrile; at 20 ℃; for 0.583333h;
DOI:10.1021/jo400807c

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 1416263-32-5
(3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 6 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: potassium iodide; chloro-trimethyl-silane / acetonitrile / 0.58 h / 20 °C

With pyridine; sodium tetrahydroborate; chloro-trimethyl-silane; cerium(III) chloride heptahydrate; [(R,R)-salen-Cr]BF₄; dihydrogen peroxide; acetic anhydride; potassium iodide; molybdenum(VI) oxide; In methanol; dichloromethane; tert-butyl methyl ether; toluene; acetonitrile;
DOI:10.1021/jo400807c

Reference yield:

: (R)-2,3-dihydro-2-(4-fluorophenyl)-4H-pyran-4-one

: 1416263-32-5
(3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4: scandium tris(trifluoromethanesulfonate) / toluene / 72 h / 30 °C / Molecular sieve

5: potassium iodide; chloro-trimethyl-silane / acetonitrile / 0.58 h / 20 °C

With pyridine; sodium tetrahydroborate; chloro-trimethyl-silane; cerium(III) chloride heptahydrate; dihydrogen peroxide; acetic anhydride; potassium iodide; molybdenum(VI) oxide; scandium tris(trifluoromethanesulfonate); In methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo400807c