(2R)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutanoic acid

Base Information

• Chemical Name: (2R)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutanoic acid
• CAS No.: 172900-71-9
• Molecular Formula: C17H26 O5
• Molecular Weight: 310.39
• Hs Code.: 2918990090
• European Community (EC) Number: 605-652-5
• DSSTox Substance ID: DTXSID90433186
• Nikkaji Number: J1.450.706J
• Wikidata: Q82247315
• Mol file: 172900-71-9.mol

Synonyms:172900-71-9;Benzenepropanoic acid, 4-methoxy-3-(3-methoxypropoxy)-a-(1-methylethyl)-, (aR)-;(2R)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutanoic acid;(R)-2-[3-(3-Methoxypropoxy)-4-methoxybenzyl]-3-methyl-butyric acid;(R)-2-[3-(3-Methoxypropoxy)-4-methoxybenzyl]-3-methylbutyric acid;(R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoic acid;(R)-2-[4-METHOXY-3-(3-METHOXY-PROPOXY)-BENZYL]-3-METHYL-BUTYRIC ACID;(2R)-2-{[4-Methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutanoic acid;SZXUFLXBJGFODO-CQSZACIVSA-N;SCHEMBL811494;DTXSID90433186;(2R)-2-[4-Methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanoic acid;MFCD11053677;AKOS015852614;AKOS015913808;A3818;(2r)-2-[3-(3-methoxypropoxy)-4-methoxybenzyl]-3-methylbutanoic acid;(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methyl-butanoic acid;2(R)-[4-methoxy-3-(3-methoxypropoxy)-benzyl]-3-methyl-butyric acid;2(R)-isopropyl-3-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-propionic acid;2(R)-isopropyl-3-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]propionic acid

Chemical Property of (2R)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutanoic acid

Chemical Property:

• PSA: 64.99000
• LogP: 3.00980
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 310.17802393
• Heavy Atom Count: 22
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-[3-(3-Methoxypropoxy)-4-methoxybenzyl]-3-methylbutyricacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CC1=CC(=C(C=C1)OC)OCCCOC)C(=O)O
• Isomeric SMILES: CC(C)[C@@H](CC1=CC(=C(C=C1)OC)OCCCOC)C(=O)O

Technology Process of (2R)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutanoic acid

There total 85 articles about (2R)-2-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-3-methylbutanoic 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: 100.0%

C17H24O5 → (R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9)

Guidance literature:

With hydrogen; (R)-(-)-4,12-bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In methanol; at 75 - 100 ℃; for 12 - 20h; under 60006 - 150015 Torr; Product distribution / selectivity;

Reference yield: 95.0%

(4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one (172900-72-0) → (R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9)

Guidance literature:

With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1039/c0gc00013b

Reference yield: 66.0%

(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol (172900-70-8) → (R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid (172900-71-9)

Guidance literature:

With Jones reagent; In acetone; at 0 ℃; for 1h;

DOI:10.1039/c0gc00013b

upstream raw materials:

(E)-2-(4-methoxy-3-(3-methoxypropoxy)-benzylidene)-3-methylbutanoic acid

(4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one

isovanillin

(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one

Downstream raw materials:

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

(2S,4S)-2-tert-butoxycarbonylamino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoic acid

[(1S,3S)-3-[4-Methoxy-3-(3-methoxy-propoxy)-benzyl]-1-(methoxy-methyl-carbamoyl)-4-methyl-pentyl]-carbamic acid tert-butyl ester

Benzyl-{(1S,3S)-1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

Refernces

• 1、 Boogers, Jeroen A. F.,Felfer, Ulfried,Kotthaus, Martina,Lefort, Laurent,Steinbauer, Gerhard,De Vries, Andre H. M.,De Vries, Johannes G.. "A mixed-ligand approach enables the asymmetric hydrogenation of an α-isopropylcinnamic acid en route to the renin inhibitor aliskiren". . p. 585 - 591. Retrieved 2007.
• 2、 Cini, Elena,Banfi, Luca,Barreca, Giuseppe,Carcone, Luca,Malpezzi, Luciana,Manetti, Fabrizio,Marras, Giovanni,Rasparini, Marcello,Riva, Renata,Roseblade, Stephen,Russo, Adele,Taddei, Maurizio,Vitale, Romina,Zanotti-Gerosa, Antonio. "Convergent Synthesis of the Renin Inhibitor Aliskiren Based on C5-C6 Disconnection and CO2H-NH2 Equivalence". . p. 270 - 283. Retrieved 2016/03/04.
• 3、 Zirakzadeh, Afrooz,Gross, Manuela A.,Wang, Yaping,Mereiter, Kurt,Spindler, Felix,Weissensteiner, Walter. "Biferrocene-based diphosphine ligands: Synthesis and application of walphos analogues in asymmetric hydrogenations". supporting information. p. 1075 - 1084. Retrieved 2013/04/23.