(S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

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Chemical Name:(S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate
CAS No.:637035-47-3
Molecular Formula:C₂₅H₂₈N₂O₇
Molecular Weight:468.507
Hs Code.:

Synonyms:(S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

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Chemical Property of (S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

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Technology Process of (S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

There total 8 articles about (S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate 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: 75.0%

: 637035-46-2
(S)-allyl 2-(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

: 637035-47-3
(S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;
DOI:10.1039/b303274d

Reference yield:

: 4998-07-6
4,5-dimethoxy-2-nitro-benzoic acid

: 637035-47-3
(S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 70 percent / DCC; HOBt; DMF / CH₂Cl₂ / 48 h

2.1: 90 percent / iodobenzene diacetate; TEMPO / CH₂Cl₂ / 2 h

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 50 percent / tetrahydrofuran / 4 h / -30 - 25 °C

4.1: 80 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / toluene; ethanol / 1 h / Heating

5.1: 80 percent / aq. Na₂S₂O₄ / tetrahydrofuran / 5 h

6.1: 82 percent / pyridine / CH₂Cl₂ / 4 h

7.1: 75 percent / TBAF / tetrahydrofuran / 1 h

With pyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium dithionite; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium carbonate; benzotriazol-1-ol; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; toluene; 4.1: Suzuki reaction;
DOI:10.1039/b303274d

Reference yield:

: 260417-94-5
(2S,4R)-2-tert-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine

: 637035-47-3
(S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 70 percent / DCC; HOBt; DMF / CH₂Cl₂ / 48 h

2.1: 90 percent / iodobenzene diacetate; TEMPO / CH₂Cl₂ / 2 h

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 50 percent / tetrahydrofuran / 4 h / -30 - 25 °C

4.1: 80 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / toluene; ethanol / 1 h / Heating

5.1: 80 percent / aq. Na₂S₂O₄ / tetrahydrofuran / 5 h

6.1: 82 percent / pyridine / CH₂Cl₂ / 4 h

7.1: 75 percent / TBAF / tetrahydrofuran / 1 h

With pyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium dithionite; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium carbonate; benzotriazol-1-ol; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; dichloromethane; toluene; 4.1: Suzuki reaction;
DOI:10.1039/b303274d