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

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Chemical Name:(Z)-7-[(1R,3R,5S)-2-[(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid
CAS No.:117625-54-4
Molecular Formula:C₅₈H₇₇NO₈Si
Molecular Weight:944.337
Hs Code.:

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

Synonyms:(Z)-7-[(1R,3R,5S)-2-[(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

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

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

There total 25 articles about (Z)-7-[(1R,3R,5S)-2-[(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-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: 62.0%

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 110828-49-4
(3aR,5R,6aS)-4-[(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol

: 117625-54-4
(Z)-7-[(1R,3R,5S)-2-[(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

Guidance literature:: With sodium hydride; In dimethyl sulfoxide; at 25 ℃; for 16h;
DOI:10.1016/S0040-4039(00)95644-2

Reference yield:

: 882-06-4
4-nitro-trans-cinnamic acid

: 117625-54-4
(Z)-7-[(1R,3R,5S)-2-[(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 13 steps

1: 85 percent / H₂ / Pd-C

2: 90 percent / HCl, NaNO₂, NaN₃

3: 56 percent / TFA

4: 65 percent / 6 M HCl

5: 70 percent / pyridine

6: 90 percent / imidazole

7: 99 percent / n-BuLi

8: 71 percent / NaH

9: NaBH₄, CeCl₃ / methanol

10: 80 percent / K₂CO₃ / methanol / 25 °C

11: 79 percent / pyridinium p-toluenesulfonate

12: 100 percent / DIBAL / toluene / -60 °C

13: 62 percent / NaH / dimethylsulfoxide / 16 h / 25 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sodium azide; cerium(III) chloride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; trifluoroacetic acid; sodium nitrite; palladium on activated charcoal; In methanol; dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4039(00)95644-2

Reference yield:

: 39746-01-5,61348-03-6,61348-04-7,98673-94-0,118711-80-1
Benzoic acid (3aR,5R,6aS)-4-formyl-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

: 117625-54-4
(Z)-7-[(1R,3R,5S)-2-[(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / NaH

2: NaBH₄, CeCl₃ / methanol

3: 80 percent / K₂CO₃ / methanol / 25 °C

4: 79 percent / pyridinium p-toluenesulfonate

5: 100 percent / DIBAL / toluene / -60 °C

6: 62 percent / NaH / dimethylsulfoxide / 16 h / 25 °C

With sodium tetrahydroborate; cerium(III) chloride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In methanol; dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4039(00)95644-2