4-BOC-(R)-AMINO-5-METHYL HEXANOIC ACID

Base Information

• Chemical Name: 4-BOC-(R)-AMINO-5-METHYL HEXANOIC ACID
• CAS No.: 197006-14-7
• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.319
• Hs Code.: 29225090
• Mol file: 197006-14-7.mol

Synonyms:Hexanoicacid, 4-[[(1,1-dimethylethoxy)carbonyl]amino]-5-methyl-, (R)-

Chemical Property of 4-BOC-(R)-AMINO-5-METHYL HEXANOIC ACID

Chemical Property:

• PSA: 75.63000
• LogP: 2.79140

Purity/Quality:

95% ^*data from raw suppliers

(R)-Boc-4-amino-5-methylhexanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BOC-(R)-AMINO-5-METHYL HEXANOIC ACID

There total 20 articles about 4-BOC-(R)-AMINO-5-METHYL HEXANOIC ACID 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: 96.0%

(4R)-tert-butoxycarbonylamino-5-methyl-hexanoic acid methyl ester (147778-57-2) → (4R)-4-[(tert-butoxycarbonyl)amino]-5-methylhexanoic acid (197006-14-7)

Guidance literature:

(4R)-tert-butoxycarbonylamino-5-methyl-hexanoic acid methyl ester; With water; lithium hydroxide; In methanol; at 0 - 20 ℃; for 0.5h;

With potassium hydrogensulfate; water; In methanol;

DOI:10.1039/c0cc02238a

Reference yield: 95.0%

(E,4S)-4-[(tert-butoxycarbonyl)amino]-5-methyl-2-hexenoic acid → (4R)-4-[(tert-butoxycarbonyl)amino]-5-methylhexanoic acid (197006-14-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 3h; under 2327.17 Torr;

DOI:10.1139/v00-066

Reference yield: 81.0%

(R)-4-(N-(tert-butoxycarbonyl)-4-methylphenylsulfonamido)-5-methylhexanoic acid → (4R)-4-[(tert-butoxycarbonyl)amino]-5-methylhexanoic acid (197006-14-7)

Guidance literature:

With ammonium chloride; magnesium; In methanol; at 20 - 70 ℃; for 2.16667h; Inert atmosphere;

DOI:10.1055/s-0037-1611359

upstream raw materials:

tert-butyl (R)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

(4R)-tert-butoxycarbonylamino-5-methyl-hexanoic acid methyl ester

tert-butyl (1R)-1-isopropyl-4-diazo-3-oxobutylcarbamate

N-tert-butoxycarbonyl-L-valine methyl ester

Downstream raw materials:

(R)-4-[(S)-4-((R)-4-{(R)-4-[(S)-4-((R)-4-tert-Butoxycarbonylamino-5-methyl-hexanoylamino)-pentanoylamino]-6-methyl-heptanoylamino}-5-methyl-hexanoylamino)-pentanoylamino]-6-methyl-heptanoic acid benzyl ester

(R)-4-[(S)-4-((R)-4-tert-Butoxycarbonylamino-5-methyl-hexanoylamino)-pentanoylamino]-6-methyl-heptanoic acid benzyl ester

Refernces

• 1、 Dinesh, Bhimareddy,Basuroy, Krishnayan,Shamala, Narayanaswamy,Balaram, Padmanabhan. "Structural characterization of folded pentapeptides containing centrally positioned β(R)Val, γ(R)Val and γ(S)Val residues". experimental part. p. 4374 - 4380. Retrieved 2012/07/28.
• 2、 Claudon, Paul,Violette, Aude,Lamour, Karen,Decossas, Marion,Fournel, Sylvie,Heurtault, Beatrice,Godet, Julien,Mely, Yves,Jamart-Gregoire, Brigitte,Averlant-Petit, Marie-Christine,Briand, Jean-Paul,Duportail, Guy,Monteil, Henri,Guichard, Gilles. "Consequences of isostructural main-chain modifications for the design of antimicrobial foldamers: Helical mimics of host-defense peptides based on a heterogeneous amide/urea backbone". supporting information; experimental part. p. 333 - 336. Retrieved 2010/04/26.