(2S)-3-[(4-methoxyphenyl)methoxy]-2-methylpropan-1-ol

Base Information

• Chemical Name: (2S)-3-[(4-methoxyphenyl)methoxy]-2-methylpropan-1-ol
• CAS No.: 160238-45-9
• Molecular Formula: C12H18O3
• Molecular Weight: 210.273
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID70455422
• Nikkaji Number: J1.566.423A
• Wikidata: Q82277398
• Mol file: 160238-45-9.mol

Synonyms:160238-45-9;(2S)-3-[(4-methoxyphenyl)methoxy]-2-methylpropan-1-ol;(S)-3-((4-Methoxybenzyl)oxy)-2-methylpropan-1-ol;SCHEMBL13764949;DTXSID70455422;AKOS022170525;SS-4755;CS-0447673;(S)-2-Methyl-3-(4-methoxybenzyloxy)-1-propanol

Chemical Property of (2S)-3-[(4-methoxyphenyl)methoxy]-2-methylpropan-1-ol

Chemical Property:

• PSA: 38.69000
• LogP: 1.84020
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 210.125594432
• Heavy Atom Count: 15
• Complexity: 153

Purity/Quality:

(2S)-3-[(4-Methoxyphenyl)methoxy]-2-methylpropan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)COCC1=CC=C(C=C1)OC
• Isomeric SMILES: C[C@@H](CO)COCC1=CC=C(C=C1)OC

Technology Process of (2S)-3-[(4-methoxyphenyl)methoxy]-2-methylpropan-1-ol

There total 14 articles about (2S)-3-[(4-methoxyphenyl)methoxy]-2-methylpropan-1-ol 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%

(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal (160238-46-0) → (2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol (160238-45-9)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1021/ja002024b

Reference yield: 99.0%

(R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate (212051-35-9) → (2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol (160238-45-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 4h;

DOI:10.1021/jo034371k

Reference yield:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol (160238-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pentane; CH₂Cl₂ / 0.5 h / 0 °C

1.2: BF₃*Et₂O / CH₂Cl₂; pentane / 0 - 20 °C

2.1: DIBAL-H / CH₂Cl₂; hexane / -78 - 20 °C

With diisobutylaluminium hydride; In hexane; dichloromethane; pentane;

DOI:10.1002/ejoc.200500605

upstream raw materials:

(R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate

vinyl acetate

(+/-)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol

(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

Downstream raw materials:

(2R,3S,4R)-N-methoxy-5-(4-methoxybenzyl)oxy-N,2,4-trimethyl-3-(triethylsilyl)oxy-pentanamide

(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

(R)-1-((3-bromo-2-methylpropoxy)methyl)-4-methoxybenzene

(R)-(+)-1-[(3'-iodo-2'-methylpropoxy)methyl]-4-methoxybenzene