1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate
CAS No.:1269195-05-2
Molecular Formula:C₂₃H₂₃BrN₂O₆
Molecular Weight:503.349
Hs Code.:

Synonyms:1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Suppliers and Price of 1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemicals and raw materials
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AK Scientific
1-O-Benzyl2-O-methyl(2S,4R)-4-(4-bromo-1,3-dihydroisoindole-2-carbonyl)oxypyrrolidine-1,2-dicarboxylate
100mg
$ 205.00

Total 3 raw suppliers

Chemical Property of 1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Chemical Property:

Melting Point:99 °C

Purity/Quality:

97% ^*data from raw suppliers

1-O-Benzyl2-O-methyl(2S,4R)-4-(4-bromo-1,3-dihydroisoindole-2-carbonyl)oxypyrrolidine-1,2-dicarboxylate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Uses This product is Informer compound X8 of the Aryl Halide Chemistry Informer Library developed by chemists at Merck & Co., Inc., Kenilworth, NJ, U.S., which contains 18 drug-like molecules representative of those encountered in complex synthesis. By screening a new reaction against the Informer Library, chemists can directly compare and analyse a reaction′s successes and shortcomings among different methods and various research teams. It may also be used to facilitate deeper method development for performance or utility.

Technology Process of 1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

There total 4 articles about 1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate 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: 91.0%

: 923590-95-8
4-bromo-2,3-dihydro-1H-isoindole hydrochloride

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 530-62-1
1,1'-carbonyldiimidazole

: 1269195-05-2
1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Guidance literature:: methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 65 - 70 ℃; for 1h;

4-bromo-2,3-dihydro-1H-isoindole hydrochloride; In N,N-dimethyl-formamide; at 65 - 70 ℃; for 6h;
DOI:10.1021/jo2011494

Reference yield:

: 1170994-04-3
4-bromo-N-benzylisoindoline pTSA salt

: 1269195-05-2
1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / chlorobenzene / 0.25 h

1.2: 16 h / 90 - 95 °C

1.3: 4 h / 60 - 65 °C

2.1: N,N-dimethyl-formamide / 1 h / 65 - 70 °C

2.2: 6 h / 65 - 70 °C

With sodium hydroxide; In N,N-dimethyl-formamide; chlorobenzene;
DOI:10.1021/jo2011494

Reference yield:

: 576-23-8
2,3-dimethylbromobenzene

: 1269195-05-2
1-benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / chlorobenzene / 3.5 h / 88 - 90 °C

2.1: sodium hydrogencarbonate / water; chlorobenzene; toluene / 1.5 h / 93 - 95 °C

2.2: 1 h / 20 °C

3.1: sodium hydroxide / chlorobenzene / 0.25 h

3.2: 16 h / 90 - 95 °C

3.3: 4 h / 60 - 65 °C

4.1: N,N-dimethyl-formamide / 1 h / 65 - 70 °C

4.2: 6 h / 65 - 70 °C

With N-Bromosuccinimide; sodium hydrogencarbonate; sodium hydroxide; dibenzoyl peroxide; In water; N,N-dimethyl-formamide; chlorobenzene; toluene;
DOI:10.1021/jo2011494