(3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Base Information

Chemical Name:(3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one
CAS No.:117625-74-8
Molecular Formula:C₄₂H₄₉NO₆Si
Molecular Weight:691.94
Hs Code.:

(3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Chemical Property:

Purity/Quality:

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Technology Process of (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one

There total 12 articles about (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-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)

: 117625-74-8
(3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-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

3: NaBH₄, CeCl₃

4: K₂CO₃, MeOH

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

Reference yield:

: 3316-09-4
1,2-dihydroxy-4-nitrobenzene

: 117625-74-8
(3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N

2: imidazole

3: H₂ / Pd-C

4: Py

5: 1) n-BuLi

6: 1) NaH

7: NaBH₄, CeCl₃

8: K₂CO₃, MeOH

With pyridine; 1H-imidazole; methanol; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; hydrogen; sodium hydride; potassium carbonate; triethylamine; palladium on activated charcoal;
DOI:10.1021/jm00121a046

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 117625-74-8
(3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole

2: H₂ / Pd-C

3: Py

4: 1) n-BuLi

5: 1) NaH

6: NaBH₄, CeCl₃

7: K₂CO₃, MeOH

With pyridine; 1H-imidazole; methanol; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal;
DOI:10.1021/jm00121a046