Propanedioic acid, [[6-[bis[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-3-pyridinyl]methyl] [(phenylmethoxy)methyl]-, 1,1-dimethylethyl ethyl ester

Base Information

Chemical Name:Propanedioic acid, [[6-[bis[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-3-pyridinyl]methyl] [(phenylmethoxy)methyl]-, 1,1-dimethylethyl ethyl ester
CAS No.:685133-72-6
Molecular Formula:C34H48N2O9
Molecular Weight:628.763
Hs Code.:

Propanedioic acid,
[[6-[bis[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-3-pyridinyl]methyl]
[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ethyl ester

Synonyms:

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Chemical Property of Propanedioic acid, [[6-[bis[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-3-pyridinyl]methyl] [(phenylmethoxy)methyl]-, 1,1-dimethylethyl ethyl ester

Chemical Property:

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Technology Process of Propanedioic acid, [[6-[bis[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-3-pyridinyl]methyl] [(phenylmethoxy)methyl]-, 1,1-dimethylethyl ethyl ester

There total 7 articles about Propanedioic acid, [[6-[bis[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-3-pyridinyl]methyl] [(phenylmethoxy)methyl]-, 1,1-dimethylethyl 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: 60.0%

: 685133-70-4
2-{6-[N,N-bis(tert-butoxycarbonyl)amino]-5-methylpyridin-3-ylmethyl}malonic acid tert-butyl ester ethyl ester

: 3587-60-8
Benzyloxymethyl chloride

: 685133-72-6
2-benzyloxymethyl-2-{6-[N,N-bis(tert-butoxycarbonyl)amino]-5-methylpyridin-3-ylmethyl}malonic acid tert-butyl ester ethyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at 0 - 20 ℃;
DOI:10.1016/j.bmc.2003.12.039

Reference yield:

: 497159-91-8
2-[N,N-bis(tert-butoxycarbonyl)amino]-5-bromo-3-methylpyridine

: 685133-72-6
2-benzyloxymethyl-2-{6-[N,N-bis(tert-butoxycarbonyl)amino]-5-methylpyridin-3-ylmethyl}malonic acid tert-butyl ester ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / (PPh₃)2PdCl₂ / 1,2-dichloro-ethane / 48 h / 90 °C

2: 59 percent / Bu₄NF / tetrahydrofuran / 20 °C

3: 77 percent / PPh₃; CBr₄ / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 59 percent / NaH / tetrahydrofuran / -70 - 20 °C

5: 60 percent / LDA / tetrahydrofuran; heptane; ethylbenzene / 0 - 20 °C

With carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; 1,2-dichloro-ethane;
DOI:10.1016/j.bmc.2003.12.039

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 685133-72-6
2-benzyloxymethyl-2-{6-[N,N-bis(tert-butoxycarbonyl)amino]-5-methylpyridin-3-ylmethyl}malonic acid tert-butyl ester ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / dimethylaminopyridine / 2-methyl-propan-2-ol

2: 59 percent / (PPh₃)2PdCl₂ / 1,2-dichloro-ethane / 48 h / 90 °C

3: 59 percent / Bu₄NF / tetrahydrofuran / 20 °C

4: 77 percent / PPh₃; CBr₄ / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 59 percent / NaH / tetrahydrofuran / -70 - 20 °C

6: 60 percent / LDA / tetrahydrofuran; heptane; ethylbenzene / 0 - 20 °C

With dmap; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; 1,2-dichloro-ethane; tert-butyl alcohol;
DOI:10.1016/j.bmc.2003.12.039