(2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester

Base Information

Chemical Name:(2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester
CAS No.:874349-35-6
Molecular Formula:C₃₅H₆₁NO₆Si
Molecular Weight:619.958
Hs Code.:

Synonyms:(2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester

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Chemical Property of (2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester

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Technology Process of (2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester

There total 1 articles about (2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester 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:

: 227954-56-5
(3S)-3-(triisopropylsilyl)oxy-1-pyrroline N-oxide

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

: 874349-35-6
(2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester

Guidance literature:: In toluene; at 90 ℃;
DOI:10.1002/anie.200353200

Reference yield:

: 874349-35-6
(2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester

: 691006-78-7
1-tert-butoxycarbonylimino-4-formyl-3-[9-(4-methoxy-benzyloxy)-nonyl]-3,5,6,7-tetrahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

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

2: 6.63 g / CsF / ethanol / 13 h / 90 °C

3: 81 percent / pyridine / 19 h / 20 °C

4: 58 percent / DMAP; pyridine / 20 h / 20 °C

5: 94 percent / n-Bu₃SnH; AIBN / toluene / 0.5 h / 110 °C

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

7: 830 mg / HgCl₂; Et₃N / dimethylformamide / 0.5 h / 20 °C

8: 100 percent / DEAD; PPh₃ / toluene / 0.5 h / 20 °C

9: 580 mg / TBAF / tetrahydrofuran / 2 h / 20 °C

10: 47 percent / tetra-n-propylammonium perruthenate; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; triethylamine; triphenylphosphine; cesium fluoride; mercury dichloride; diethylazodicarboxylate; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 8: Mitsunobu reaction;
DOI:10.1002/chem.200500852

Reference yield:

: 874349-35-6
(2S,3R,3aR,4S)-2-[9-(4-Methoxy-benzyloxy)-nonyl]-4-triisopropylsilanyloxy-hexahydro-pyrrolo[1,2-b]isoxazole-3-carboxylic acid ethyl ester

: 874349-39-0
1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-3,5,6,7-tetrahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

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

2: 6.63 g / CsF / ethanol / 13 h / 90 °C

3: 81 percent / pyridine / 19 h / 20 °C

4: 58 percent / DMAP; pyridine / 20 h / 20 °C

5: 94 percent / n-Bu₃SnH; AIBN / toluene / 0.5 h / 110 °C

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

7: 830 mg / HgCl₂; Et₃N / dimethylformamide / 0.5 h / 20 °C

8: 100 percent / DEAD; PPh₃ / toluene / 0.5 h / 20 °C

9: 580 mg / TBAF / tetrahydrofuran / 2 h / 20 °C

10: 47 percent / tetra-n-propylammonium perruthenate; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 20 °C

11: aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 14 h / 20 °C

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; triethylamine; triphenylphosphine; cesium fluoride; mercury dichloride; diethylazodicarboxylate; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 8: Mitsunobu reaction;
DOI:10.1002/chem.200500852