(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

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Chemical Name:(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol
CAS No.:117625-28-2
Molecular Formula:C₄₉H₆₇NO₄Si₂
Molecular Weight:790.246
Hs Code.:

(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

Synonyms:(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

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Chemical Property of (3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

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Technology Process of (3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

There total 11 articles about (3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol 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:

: 117625-27-1
(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one

: 117625-28-2
(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1021/jm00121a046

Reference yield:

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

: 117625-28-2
(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 6 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

5: 85 percent / imidazole / dimethylformamide / 4.5 h / 25 °C

6: DIBAL / toluene / -78 °C

With 1H-imidazole; methanol; sodium tetrahydroborate; cerium(III) chloride; 2,2'-bipyridine-chromium(VI) oxide; Celite; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00121a046

Reference yield:

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

: 117625-28-2
(3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-ol

Guidance literature:: Multi-step reaction with 7 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

6: 85 percent / imidazole / dimethylformamide / 4.5 h / 25 °C

7: DIBAL / toluene / -78 °C

With pyridine; 1H-imidazole; methanol; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00121a046