(3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

Base Information

Chemical Name:(3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one
CAS No.:117625-41-9
Molecular Formula:C₃₇H₃₇NO₄
Molecular Weight:559.705
Hs Code.:

Synonyms:(3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

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Chemical Property of (3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

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Technology Process of (3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

There total 8 articles about (3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-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:

: 31752-99-5
(-)-Corey lactone 5-(4-phenylbenzoate)

: 117625-41-9
(3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: chromium trioxide-dipyridine complex, Celite / CH₂Cl₂ / 0.33 h / 0 °C

2: 1) NaH / 1) 1,2-dimethoxyethane, toluene, 25 deg C, 30 min, 2) 25 deg C, 2 h

3: 47 percent / NaBH₄, CeCl₃*7H₂O / methanol; tetrahydrofuran / 0.17 h / 25 °C

4: K₂CO₃, MeOH

With methanol; sodium tetrahydroborate; cerium(III) chloride; 2,2'-bipyridine-chromium(VI) oxide; Celite; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00121a046

Reference yield:

: 35418-07-6
methyl 3-(4-aminophenyl)propionate

: 117625-41-9
(3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 20 h / 25 °C

2: 1) n-BuLi / 1) THF, hexane, -78 deg C, 30 min, 2) toluene, THF, -78 deg C, 30 min

3: 1) NaH / 1) 1,2-dimethoxyethane, toluene, 25 deg C, 30 min, 2) 25 deg C, 2 h

4: 47 percent / NaBH₄, CeCl₃*7H₂O / methanol; tetrahydrofuran / 0.17 h / 25 °C

5: K₂CO₃, MeOH

With pyridine; methanol; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1021/jm00121a046

Reference yield:

: 2393-17-1
3-(4-aminophenyl)propionic acid

: 117625-41-9
(3aR,4R,5R,6aS)-5-Hydroxy-4-{(E)-(S)-3-hydroxy-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: HCl(g) / 20 h / Heating

2: pyridine / 20 h / 25 °C

3: 1) n-BuLi / 1) THF, hexane, -78 deg C, 30 min, 2) toluene, THF, -78 deg C, 30 min

4: 1) NaH / 1) 1,2-dimethoxyethane, toluene, 25 deg C, 30 min, 2) 25 deg C, 2 h

5: 47 percent / NaBH₄, CeCl₃*7H₂O / methanol; tetrahydrofuran / 0.17 h / 25 °C

6: K₂CO₃, MeOH

With pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1021/jm00121a046