2-CarboxyMethoxyMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 2-CarboxyMethoxyMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 231622-04-1
• Molecular Formula: C₁₂H₂₁NO₅
• Molecular Weight: 259.302
• Hs Code.: 2933990090
• Mol file: 231622-04-1.mol

Synonyms:2-CarboxyMethoxyMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester;2-(1-(tert-Butoxycarbonyl)pyrrolidin-2-yl)-2-Methoxyacetic acid

Chemical Property of 2-CarboxyMethoxyMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

• PSA: 76.07000
• LogP: 1.42500

Purity/Quality:

97% ^*data from raw suppliers

2-(1-(tert-Butoxycarbonyl)pyrrolidin-2-yl)-2-methoxyaceticacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-CarboxyMethoxyMethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 4 articles about 2-CarboxyMethoxyMethyl-pyrrolidine-1-carboxylic acid tert-butyl 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: 76.0%

(R)-tert-butyl 2-((2-(tert-butoxy)-2-oxoethoxy)methyl)pyrrolidine-1-carboxylate (1018826-65-7) → (R)-2-((1-(tert-butoxycarbonyl)pyrrolidin-2-yl)methoxy)acetic acid (1018826-66-8,231622-04-1)

Guidance literature:

(R)-tert-butyl 2-((2-(tert-butoxy)-2-oxoethoxy)methyl)pyrrolidine-1-carboxylate; With sodium hydroxide; water; In tetrahydrofuran; for 2h; Heating / reflux;

With hydrogenchloride; In tetrahydrofuran; water; pH=2;

Reference yield:

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) → (2S)-2-(((carboxy)methoxy)methyl)-pyrrolidin-1-carboxylic acid tert-butyl ester (193086-18-9,231622-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: [Rh₂(OAc)4] / 1,2-dichloro-ethane / Heating

2: LiOH / methanol; H₂O

With lithium hydroxide; dirhodium tetraacetate; In methanol; water; 1,2-dichloro-ethane; 1: Etherification / 2: Hydrolysis;

DOI:10.1016/S0223-5234(99)80086-5

Reference yield:

ethyl (2'S)-4-(N-(tert-Butoxycarbonyl)pyrrolidin-2'-yl)-3-oxabutanoate (132127-47-0) → (2S)-2-(((carboxy)methoxy)methyl)-pyrrolidin-1-carboxylic acid tert-butyl ester (193086-18-9,231622-04-1)

Guidance literature:

With lithium hydroxide; In methanol; water;

DOI:10.1016/S0223-5234(99)80086-5

upstream raw materials:

ethyl (2'S)-4-(N-(tert-Butoxycarbonyl)pyrrolidin-2'-yl)-3-oxabutanoate

N-(tert-butoxycarbonyl)-L-prolinol

(R)-tert-butyl 2-((2-(tert-butoxy)-2-oxoethoxy)methyl)pyrrolidine-1-carboxylate