(1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Base Information

Chemical Name:(1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate
CAS No.:215168-85-7
Molecular Formula:C₃₅H₄₈N₂O₈
Molecular Weight:624.775
Hs Code.:

Synonyms:(1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

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Chemical Property of (1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

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Technology Process of (1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

There total 11 articles about (1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate 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: 92.0%

: 152754-55-7
(S)-methyl 1-(3,3-dimethyl-2-oxopentanoyl)piperidine-2-carboxylate

: 215168-76-6
(R)-N-(tert-butyloxycarbonyl)-1-(3-aminophenyl)-3-(3,4-dimethoxyphenyl)propan-1-ol

: 215168-85-7
(1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acsmedchemlett.0c00272

Reference yield:

: 121-89-1
3-Nitroacetophenone

: 215168-85-7
(1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / aq. KOH / ethanol / 16 h / 20 °C

2: 64 percent / H₂ / Lindlar catalyst / aq. methanol / 6 h / 2068.59 - 2585.74 Torr

3: 97 percent / DIEA / CH₂Cl₂ / 16 h / 20 °C

4: 86 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

5: 43 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

With dmap; potassium hydroxide; hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; B-chlorodiisopinocampheylborane; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Condensation / 2: Hydrogenation / 3: Substitution / 4: Reduction / 5: Condensation;
DOI:10.1016/S0968-0896(98)00125-4

Reference yield:

: 75573-20-5
(2E)-3-(3,4-dimethoxyphenyl)-1-(3-nitrophenyl)-2-propen-1-one

: 215168-85-7
(1R)-1-[3-N-(tert-butyloxycarbonyl)aminophenyl]-3-(3,4-dimethoxyphenyl)-1-propanyl (2S)-1-(3,3-dimethyl-1,2-dioxopentyl)-2-piperidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / H₂ / Lindlar catalyst / aq. methanol / 6 h / 2068.59 - 2585.74 Torr

2: 97 percent / DIEA / CH₂Cl₂ / 16 h / 20 °C

3: 86 percent / (+)-DIP-chloride / tetrahydrofuran / -20 °C

4: 43 percent / DMAP; DCC / CH₂Cl₂ / 2 h / 20 °C

With dmap; hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; B-chlorodiisopinocampheylborane; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; 1: Hydrogenation / 2: Substitution / 3: Reduction / 4: Condensation;
DOI:10.1016/S0968-0896(98)00125-4