Pentanoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (4R)- (9CI)

Base Information

• Chemical Name: Pentanoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (4R)- (9CI)
• CAS No.: 214402-34-3
• Molecular Formula: C₁₀H₁₉NO₄
• Molecular Weight: 217.265
• Mol file: 214402-34-3.mol

Synonyms:Pentanoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (4R)- (9CI)

Chemical Property of Pentanoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (4R)- (9CI)

Chemical Property:

• Boiling Point: 363.2±25.0 °C(Predicted)
• PKA: 4?+-.0.10(Predicted)
• PSA: 75.63000
• Density: 1.081±0.06 g/cm3(Predicted)
• LogP: 2.15530

Purity/Quality:

98.5% ^*data from raw suppliers

(4R)-4-(BOC-AMINO)PENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentanoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (4R)- (9CI)

There total 6 articles about Pentanoic acid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-, (4R)- (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:

(±)-methyl 4-(tert-butoxycarbonyl)amino-pentanoate (930596-36-4) → (S)-4-tert-Butoxycarbonylamino-pentanoic acid methyl ester (186903-41-3) + Boc-(R)-γ4-Ala-OH (214402-34-3) + (4S)-4-[(tert-butoxycarbonyl)amino]pentanoic acid (207924-92-3) + methyl (4R)-4-[(tert-butoxycarbonyl)amino]pentanoate (383427-72-3)

Guidance literature:

With water; lipase B immobilized in acrylic resin from Candida antarctica; at 45 ℃; for 4.5h; enantioselective reaction; Resolution of racemate; Sealed tube; Enzymatic reaction;

DOI:10.1002/ejoc.202100712

Reference yield:

(R)-2-methyl-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester (402955-77-5) → Boc-(R)-γ4-Ala-OH (214402-34-3)

Guidance literature:

With sodium hydroxide; In water; acetone; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2006.05.040

Reference yield:

tert-butyl [(1R)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-1-methylethyl]carbamate (911050-47-0) → Boc-(R)-γ4-Ala-OH (214402-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.32 g / toluene / 5 h / 110 °C

2: NaOH / acetone; H₂O / 3 h / 20 °C

With sodium hydroxide; In water; acetone; toluene;

DOI:10.1016/j.bmc.2006.05.040

upstream raw materials:

(R)-2-methyl-5-oxopyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl [(1R)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-1-methylethyl]carbamate

tert-butyl [(1R)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-1-methyl-2-oxoethyl]carbamate

Boc-(R)-Ala

Downstream raw materials:

methyl (4R)-4-[(4-phenoxybenzoyl)amino]pentanoate

methyl (2S,4R)-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoate

(2S,4R)-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid