Carbamic acid, [(3R)-2-oxo-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, [(3R)-2-oxo-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 251938-49-5
• Molecular Formula: C9H16 N2 O3
• Molecular Weight: 200.238
• Hs Code.: 2933790090
• Mol file: 251938-49-5.mol

Synonyms:Carbamicacid, [(3R)-2-oxo-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)

Chemical Property of Carbamic acid, [(3R)-2-oxo-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• Boiling Point: 394.0±31.0 °C(Predicted)
• PKA: 11.05±0.20(Predicted)
• PSA: 74.41000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 0.87990
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(R)-tert-Butyl2-oxopyrrolidin-3-ylcarbamate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(3R)-2-oxo-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI)

There total 1 articles about Carbamic acid, [(3R)-2-oxo-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI) 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: 70.0%

(α)N-1,1-dimethylethoxycarbonyl-L-2,4-diaminobutyric acid (25691-37-6,80445-78-9) → tert-butyl N-[(3R)-2-oxopyrrolidin-3-yl]carbamate (251938-49-5)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; ethyl acetate; at 20 ℃; Inert atmosphere;

Reference yield: 36.0%

(7S,8R)-7-(azetidin-1-yl)-8-benzyl-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate + tert-butyl N-[(3R)-2-oxopyrrolidin-3-yl]carbamate (251938-49-5) → C29H37N3O3

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; caesium carbonate; In toluene; at 140 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00300

Reference yield:

1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (1422129-02-9) + tert-butyl N-[(3R)-2-oxopyrrolidin-3-yl]carbamate (251938-49-5) + 4-thioxo-2-thiazolidinone (4303-29-1) + methyl iodide (74-88-4) → (5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-{[(3R)-1-methyl-2-oxopyrrolidin-3-yl]amino}-1,3-thiazol-2(5H)-one (1422128-44-6)

Guidance literature:

tert-butyl N-[(3R)-2-oxopyrrolidin-3-yl]carbamate; methyl iodide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 2h;

1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde; 4-thioxo-2-thiazolidinone; Further stages;

upstream raw materials:

(α)N-1,1-dimethylethoxycarbonyl-L-2,4-diaminobutyric acid

Downstream raw materials:

(5Z)-5-({1-[2,4-bis(trifluoromethyl)benzyl]piperidin-4-yl}methylidene)-4-{[(3R)-1-methyl-2-oxopyrrolidin-3-yl]amino}-1,3-thiazol-2(5H)-one

Refernces