(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-one

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Chemical Name:(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-one
CAS No.:117625-53-3
Molecular Formula:C₅₃H₆₇NO₇Si
Molecular Weight:858.203
Hs Code.:

(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-one

Synonyms:(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-one

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Chemical Property of (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-one

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Technology Process of (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-one

There total 22 articles about (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-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: 79.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 117625-52-2
(3aR,5R,6aS)-4-{(E)-(S)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-4-(trityl-amino)-phenyl]-3-hydroxy-pent-1-enyl}-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one

: 117625-53-3
(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-one

Guidance literature:: With pyridinium p-toluenesulfonate;
DOI:10.1016/S0040-4039(00)95644-2

Reference yield:

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

: 117625-53-3
(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-one

Guidance literature:: Multi-step reaction with 11 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

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; sodium azide; cerium(III) chloride; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; trifluoroacetic acid; sodium nitrite; palladium on activated charcoal; In methanol;
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

: 117625-53-3
(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-one

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / NaH

2: NaBH₄, CeCl₃ / methanol

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

4: 79 percent / pyridinium p-toluenesulfonate

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