Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Base Information

Chemical Name:Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester
CAS No.:117625-73-7
Molecular Formula:C₅₅H₅₇NO₇Si
Molecular Weight:872.146
Hs Code.:

Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

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Chemical Property of Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Chemical Property:

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Technology Process of Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

There total 11 articles about Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester 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)

: 117625-73-7
Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Guidance literature:: Multi-step reaction with 3 steps

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

2: 1) NaH

3: NaBH₄, CeCl₃

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

Reference yield:

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

: 117625-73-7
Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N

2: imidazole

3: H₂ / Pd-C

4: Py

5: 1) n-BuLi

6: 1) NaH

7: NaBH₄, CeCl₃

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

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 117625-73-7
Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-{(E)-(R)-4-[2-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenoxy]-3-hydroxy-but-1-enyl}-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole

2: H₂ / Pd-C

3: Py

4: 1) n-BuLi

5: 1) NaH

6: NaBH₄, CeCl₃

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