benzyl 3-methylidenepyrrolidine-1-carboxylate

Base Information

• Chemical Name: benzyl 3-methylidenepyrrolidine-1-carboxylate
• CAS No.: 150543-35-4
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.268
• Mol file: 150543-35-4.mol

Synonyms:3-methylenepyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of benzyl 3-methylidenepyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Cbz-3-methylenepyrrolidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl 3-methylidenepyrrolidine-1-carboxylate

There total 3 articles about benzyl 3-methylidenepyrrolidine-1-carboxylate 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: 64.0%

Methyltriphenylphosphonium bromide (1779-49-3) + benzyl 3-oxopyrrolidine-1-carboxylate (130312-02-6) → 3-methylenepyrrolidine-1-carboxylic acid benzyl ester (150543-35-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h;

benzyl 3-oxopyrrolidine-1-carboxylate; In tetrahydrofuran; at 0 - 20 ℃; for 2.16667h;

Reference yield: 58.0%

→ 3-methylenepyrrolidine-1-carboxylic acid benzyl ester (150543-35-4)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h; Cooling with ice;

In tetrahydrofuran; at 20 ℃; for 12h; Cooling with ice;

Reference yield:

benzyl 3-oxopyrrolidine-1-carboxylate (130312-02-6) + 1,1-dibromomethane (74-95-3) → 3-methylenepyrrolidine-1-carboxylic acid benzyl ester (150543-35-4)

Guidance literature:

With hydrogenchloride; titanium tetrachloride; In tetrahydrofuran;

upstream raw materials:

benzyl 3-oxopyrrolidine-1-carboxylate

1,1-dibromomethane

Methyltriphenylphosphonium bromide

Downstream raw materials:

1-oxa-5-azaspiro[2.4]heptane-5-carboxylic acid benzyl ester

1-cyclopropyl-6-fluoro-7-{(RS)-3-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-3-hydroxy-pyrrolidin-1-yl}-4-oxo-1,4dihydro-quinoline-3-carboxylic acid

(RS)-3-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxymethyl]-3-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester

(R)-3-[3-fluoro-4-((RS)-3-hydroxy-pyrrolidin-3-ylmethoxy)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Refernces

• 1、 -. "5-HYDROXYMETHYL-OXAZOLIDIN-2-ONE-DERIVATIVES AND THEIR USES AS ANTIBACTERIALS". Page/Page column 14. . Retrieved 2009/10/06.
• 2、 -. "Heterocyclic spiro-derivative". . . Retrieved 2008/06/13.