1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester

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Chemical Name:1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester
CAS No.:874349-37-8
Molecular Formula:C₃₅H₅₅N₃O₈
Molecular Weight:645.837
Hs Code.:

1-<i>tert</i>-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-<i>c</i>]pyrimidine-2,4-dicarboxylic acid 2-<i>tert</i>-butyl ester

Synonyms:1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester

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Chemical Property of 1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester

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Technology Process of 1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester

There total 12 articles about 1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl 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:

: 874349-38-9
1-tert-butoxycarbonylimino-4-formyl-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid tert-butyl ester

: 874349-37-8
1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃;
DOI:10.1002/chem.200500852

Reference yield:

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

: 874349-37-8
1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2,4-dicarboxylic acid 2-tert-butyl ester

Guidance literature:: Multi-step reaction with 12 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

8: 830 mg / HgCl₂; Et₃N / dimethylformamide / 0.5 h / 20 °C

9: 100 percent / DEAD; PPh₃ / toluene / 0.5 h / 20 °C

10: 580 mg / TBAF / tetrahydrofuran / 2 h / 20 °C

11: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

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

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; cesium fluoride; mercury dichloride; diethylazodicarboxylate; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 9: Mitsunobu reaction / 11: Swern oxidation;
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

: 874349-37-8
1-tert-butoxycarbonylimino-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-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: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

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

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; dimethyl sulfoxide; 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 / 10: Swern oxidation;
DOI:10.1002/chem.200500852