1H-Imidazole-1-carboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dihydro-5-[(2R)-2-[(4-meth oxyphenyl)methoxy]-6-oxohexyl]-, 1,1-dimethylethyl ester, (5R)-

Base Information

Chemical Name:1H-Imidazole-1-carboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dihydro-5-[(2R)-2-[(4-meth oxyphenyl)methoxy]-6-oxohexyl]-, 1,1-dimethylethyl ester, (5R)-
CAS No.:919521-48-5
Molecular Formula:C27H41N3O7
Molecular Weight:519.638
Hs Code.:

1H-Imidazole-1-carboxylic acid,
2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dihydro-5-[(2R)-2-[(4-meth
oxyphenyl)methoxy]-6-oxohexyl]-, 1,1-dimethylethyl ester, (5R)-

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Chemical Property of 1H-Imidazole-1-carboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dihydro-5-[(2R)-2-[(4-meth oxyphenyl)methoxy]-6-oxohexyl]-, 1,1-dimethylethyl ester, (5R)-

Chemical Property:

Purity/Quality:

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MSDS Files:: SDS file from LookChem

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Technology Process of 1H-Imidazole-1-carboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dihydro-5-[(2R)-2-[(4-meth oxyphenyl)methoxy]-6-oxohexyl]-, 1,1-dimethylethyl ester, (5R)-

There total 13 articles about 1H-Imidazole-1-carboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dihydro-5-[(2R)-2-[(4-meth oxyphenyl)methoxy]-6-oxohexyl]-, 1,1-dimethylethyl ester, (5R)- 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: 93.0%

: 919521-66-7
(5R,4'R)-6-[N,3'-bis(tert-butoxycarbonyl)-2'-iminoimidazolidin-4'-yl]-5-(p-methoxybenzyloxy)hexan-1-ol

: 919521-48-5
(5R,4'R)-6-[N,3'-bis(tert-butoxycarbonyl)-2'-iminoimidazolidin-4'-yl]-5-(p-methoxybenzyloxy)hexanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ol062282z

Reference yield:

: 121352-65-6
(2R,3R)-3-(4-[(1,1-dimethylethyl)dimethylsilyloxy]butyl)oxirane-2-methanol

: 919521-48-5
(5R,4'R)-6-[N,3'-bis(tert-butoxycarbonyl)-2'-iminoimidazolidin-4'-yl]-5-(p-methoxybenzyloxy)hexanal

Guidance literature:: Multi-step reaction with 11 steps

1: 94 percent / Red-Al(R) / CH₂Cl₂; toluene / 5 h / -20 - 0 °C

2: 95 percent / PPTS / CH₂Cl₂ / 0.42 h / 0 °C

3: 87 percent / DIBAL-H / CH₂Cl₂; hexane / 0.25 h / -5 °C

4: 97 percent / DMSO; oxalyl chloride; DIPEA / CH₂Cl₂ / -78 - 0 °C

5: 89 percent / DIPEA / (R,R)-cyclohexane-1,2-(N=CH-3,5-tBu₂-C₆H₂-2-O-)2Co / CH₂Cl₂ / 60 h / -40 °C

6: HCO₂NH₄ / Pd/C / methanol / 3 h / 20 °C

7: 1.40 g / acetonitrile / 0.5 h / 20 °C

8: pyridine; DMAP / CH₂Cl₂ / 0.25 h / 20 °C

9: 81 mg / DIPEA / acetonitrile / 80 °C

10: 100 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

11: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; ammonium formate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; acetonitrile; 4: Swern oxidation / 11: Dess-Martin oxidation;
DOI:10.1021/ol062282z

Reference yield:

: 919521-43-0
(R)-7-(tert-butyldimethylsiloxy)heptane-1,3-diol

: 919521-48-5
(5R,4'R)-6-[N,3'-bis(tert-butoxycarbonyl)-2'-iminoimidazolidin-4'-yl]-5-(p-methoxybenzyloxy)hexanal

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / PPTS / CH₂Cl₂ / 0.42 h / 0 °C

2: 87 percent / DIBAL-H / CH₂Cl₂; hexane / 0.25 h / -5 °C

3: 97 percent / DMSO; oxalyl chloride; DIPEA / CH₂Cl₂ / -78 - 0 °C

4: 89 percent / DIPEA / (R,R)-cyclohexane-1,2-(N=CH-3,5-tBu₂-C₆H₂-2-O-)2Co / CH₂Cl₂ / 60 h / -40 °C

5: HCO₂NH₄ / Pd/C / methanol / 3 h / 20 °C

6: 1.40 g / acetonitrile / 0.5 h / 20 °C

7: pyridine; DMAP / CH₂Cl₂ / 0.25 h / 20 °C

8: 81 mg / DIPEA / acetonitrile / 80 °C

9: 100 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

10: 93 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; ammonium formate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II); In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile; 3: Swern oxidation / 10: Dess-Martin oxidation;
DOI:10.1021/ol062282z