3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester
CAS No.:936229-78-6
Molecular Formula:C₂₁H₂₃NO₅
Molecular Weight:369.417
Hs Code.:

Synonyms:3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Property of 3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of 3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 7 articles about 3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl 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: 95.0%

: 936229-61-7
3-hydroxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

: 108-24-7
acetic anhydride

: 936229-78-6
3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2007.01.030

Reference yield:

: 31970-04-4
1-carboxybenzyl-3-pyrrolidine

: 936229-78-6
3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Pd(OAc)2 / H₂O; acetonitrile / 3 h / 20 °C

2.1: 2,6-lutidine; trifluoroacetic anhydride / toluene

3.1: BH₃*SMe₂ / tetrahydrofuran / 3 h / 0 - 20 °C

3.2: 81 percent / NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

4.1: 89 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

5.1: Pseudomonas cepacia AK lipase / toluene; aq. phosphate buffer / 720 h / 20 °C / pH 7.0

6.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; dimethylsulfide borane complex; Pseudomonas cepacia AK lipase; trifluoroacetic anhydride; palladium diacetate; In tetrahydrofuran; phosphate buffer; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.tetasy.2007.01.030

Reference yield:

: 25070-76-2
benzyl diallylcarbamate

: 936229-78-6
3-acetoxy-4-(4-methoxy-phenyl)-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: Ru-based catalyst / CH₂Cl₂ / 5 h / 20 °C

2.1: Pd(OAc)2 / H₂O; acetonitrile / 3 h / 20 °C

3.1: 2,6-lutidine; trifluoroacetic anhydride / toluene

4.1: BH₃*SMe₂ / tetrahydrofuran / 3 h / 0 - 20 °C

4.2: 81 percent / NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

5.1: 89 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

6.1: Pseudomonas cepacia AK lipase / toluene; aq. phosphate buffer / 720 h / 20 °C / pH 7.0

7.1: 95 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; dimethylsulfide borane complex; Pseudomonas cepacia AK lipase; trifluoroacetic anhydride; palladium diacetate; Ru-based catalyst; In tetrahydrofuran; phosphate buffer; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.tetasy.2007.01.030