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

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Chemical Name:1-tert-butoxycarbonylimino-4-hydroxymethyl-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid tert-butyl ester
CAS No.:691006-70-9
Molecular Formula:C₃₅H₅₇N₃O₇
Molecular Weight:631.853
Hs Code.:

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

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

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

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

There total 10 articles about 1-tert-butoxycarbonylimino-4-hydroxymethyl-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid 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: 81.0%

: 691006-76-5
1-tert-butoxycarbonylimino-4-(tert-butyl-dimethyl-silanyloxymethyl)-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid tert-butyl ester

: 691006-70-9
1-tert-butoxycarbonylimino-4-hydroxymethyl-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/anie.200353200

Reference yield:

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

: 691006-70-9
1-tert-butoxycarbonylimino-4-hydroxymethyl-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 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

With pyridine; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; triethylamine; triphenylphosphine; cesium fluoride; mercury dichloride; diethylazodicarboxylate; palladium dihydroxide; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene; 9: Mitsunobu reaction;
DOI:10.1002/chem.200500852

Reference yield:

: 691006-73-2
(2S,3S,3aR,4S)-3-Hydroxymethyl-2-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-b]isoxazol-4-ol

: 691006-70-9
1-tert-butoxycarbonylimino-4-hydroxymethyl-3-[9-(4-methoxy-benzyloxy)-nonyl]-hexahydro-pyrrolo[1,2-c]pyrimidine-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / pyridine / 19 h / 20 °C

2: 58 percent / DMAP; pyridine / 20 h / 20 °C

3: 94 percent / n-Bu₃SnH; AIBN / toluene / 0.5 h / 110 °C

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

5: 830 mg / HgCl₂; Et₃N / dimethylformamide / 0.5 h / 20 °C

6: 100 percent / DEAD; PPh₃ / toluene / 0.5 h / 20 °C

7: 580 mg / TBAF / tetrahydrofuran / 2 h / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; triethylamine; triphenylphosphine; mercury dichloride; diethylazodicarboxylate; palladium dihydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; 6: Mitsunobu reaction;
DOI:10.1002/chem.200500852