(2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol

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Chemical Name:(2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol
CAS No.:874349-36-7
Molecular Formula:C₃₀H₅₅NO₄Si
Molecular Weight:521.856
Hs Code.:

Synonyms:(2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol

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Chemical Property of (2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol

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Technology Process of (2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol

There total 9 articles about (2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-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:

: 691006-74-3
3-(tert-butyl-dimethyl-silanyloxymethyl)-2-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-b]isoxazole

: 874349-36-7
(2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol

Guidance literature:: With hydrogen; palladium dihydroxide;
DOI:10.1002/anie.200353200

Reference yield:

: (E)-12-(4-Methoxy-benzyloxy)-dodec-2-enoic acid ethyl ester

: 874349-36-7
(2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: toluene / 19 h / 90 °C

2: LiAlH₄ / diethyl ether / 3 h / 0 °C

3: 6.63 g / CsF / ethanol / 13 h / 90 °C

4: 81 percent / pyridine / 19 h / 20 °C

5: 58 percent / DMAP; pyridine / 20 h / 20 °C

6: 94 percent / n-Bu₃SnH; AIBN / toluene / 0.5 h / 110 °C

7: H₂ / Pd(OH)2/C / ethanol / 3 h / 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; cesium fluoride; palladium dihydroxide; In diethyl ether; ethanol; toluene;
DOI:10.1002/chem.200500852

Reference yield:

: {(2S,3S,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazol-3-yl}-methanol

: 874349-36-7
(2S,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-12-(4-methoxy-benzyloxy)-2-(S)-pyrrolidin-2-yl-dodecan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 6.63 g / CsF / ethanol / 13 h / 90 °C

2: 81 percent / pyridine / 19 h / 20 °C

3: 58 percent / DMAP; pyridine / 20 h / 20 °C

4: 94 percent / n-Bu₃SnH; AIBN / toluene / 0.5 h / 110 °C

5: H₂ / Pd(OH)2/C / ethanol / 3 h / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; cesium fluoride; palladium dihydroxide; In ethanol; toluene;
DOI:10.1002/chem.200500852