(Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid

Base Information

Chemical Name:(Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid
CAS No.:117625-29-3
Molecular Formula:C₅₄H₇₅NO₅Si₂
Molecular Weight:874.364
Hs Code.:

(Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid

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Chemical Property of (Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid

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Technology Process of (Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid

There total 12 articles about (Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid 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)

: 117625-29-3
(Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 7 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

: 117625-29-3
(Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 8 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

Reference yield:

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

: 117625-29-3
(Z)-7-((1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-5-hydroxy-cyclopentyl)-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 9 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

7: 85 percent / imidazole / dimethylformamide / 4.5 h / 25 °C

8: DIBAL / toluene / -78 °C

With pyridine; 1H-imidazole; hydrogenchloride; 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