1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate

Base Information

• Chemical Name: 1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate
• CAS No.: 1091626-35-5
• Molecular Formula: C₁₂H₁₉NO₄
• Molecular Weight: 241.287
• Mol file: 1091626-35-5.mol

Synonyms:1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate

Chemical Property of 1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate

There total 1 articles about 1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-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:

ethyl (R)-2-pyrrolidone-5-carboxylate (68766-96-1) → 1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate (1091626-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap / acetonitrile / 20 °C / Cooling with ice

2.1: lithium triethylborohydride / toluene; tetrahydrofuran / 8 h / -78 - -30 °C

2.2: 20 °C

With lithium triethylborohydride; dmap; In tetrahydrofuran; toluene; acetonitrile;

Reference yield: 65.0%

dichloroacethyl chloride (79-36-7) + 1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate (1091626-35-5) → C14H19Cl2NO5 (1091626-36-6)

Guidance literature:

With triethylamine; at 40 ℃;

DOI:10.1016/j.cclet.2009.11.014

Reference yield:

1-tert-butyl 2-ethyl (2R)-2,3-dihydro-1H-pyrrole-1,2-dicarboxylate (1091626-35-5) → C26H35N3O4

Guidance literature:

Multi-step reaction with 13 steps

1.1: diethylzinc / toluene / 0.5 h / -40 °C

1.2: 4.5 h / -40 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

3.1: dimethyl sulfoxide; triethylamine; sulfur trioxide pyridine complex / ethyl acetate / 1 h / 0 - 20 °C

4.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 1.5 h / 20 °C

5.1: hydrogenchloride / ethyl acetate / 18 h / 20 °C

6.1: triethylamine / toluene / 18 h / 90 °C

7.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / methanol / 7 h / 20 °C / 760.05 Torr

8.1: sodium hydrogencarbonate / tetrahydrofuran / 18 h / 20 °C

9.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 5 h / 50 °C

10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol / N,N-dimethyl-formamide / 18 h / 20 °C

11.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

12.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C

13.1: hydrogenchloride / ethyl acetate / 1.5 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; diethylzinc; sulfur trioxide pyridine complex; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2013.07.020

upstream raw materials:

ethyl (R)-2-pyrrolidone-5-carboxylate

Downstream raw materials:

C₁₄H₁₉Cl₂NO₅

tert-butyl [(1S)-2-{[(1S)-1-cyclohexyl-2-{(1aR,4S,6aR,7aR)-4-[(4R)-3,4-dihydro-2H-chromen-4-ylcarbamoyl]octahydro-5H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazin-5-yl}-2-oxoethyl]amino}-1-methyl-2-oxoethyl]methylcarbamate

tert-butyl (1R,3R,5R)-3-[(benzylamino)methyl]-2-azabicyclo[3.1.0]hexane-2-carboxylate

methyl (1aR,4S,6aR,7aR)-5-benzyloctahydro-1H-cyclopropa[4,5]pyrrolo[1,2-a]pyrazine-4-carboxylate