2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester

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Chemical Name:2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester
CAS No.:685133-49-7
Molecular Formula:C₂₇H₃₆N₂O₇
Molecular Weight:500.592
Hs Code.:

Synonyms:2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester

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Chemical Property of 2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester

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Technology Process of 2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester

There total 7 articles about 2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-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: 60.0%

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

: 685133-49-7
2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester

Guidance literature:: With potassium hydroxide; In ethanol; dichloromethane; water; at 20 ℃; for 96h;
DOI:10.1016/j.bmc.2003.12.039

Reference yield:

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

: 685133-49-7
2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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

6: 60 percent / KOH / CH₂Cl₂; ethanol; H₂O / 96 h / 20 °C

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

Reference yield:

: 3430-21-5
5-bromo-3-methyl-pyridin-2-ylamine

: 685133-49-7
2-benzyloxymethyl-2-(6-tert-butoxycarbonylamino-5-methylpyridin-3-ylmethyl)malonic acid mono-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

7: 60 percent / KOH / CH₂Cl₂; ethanol; H₂O / 96 h / 20 °C

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