4-Oxazolemethanol, 4,5-dihydro-2-phenyl-, (4R)-

Base Information

• Chemical Name: 4-Oxazolemethanol, 4,5-dihydro-2-phenyl-, (4R)-
• CAS No.: 82936-49-0
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• DSSTox Substance ID: DTXSID10452076
• Nikkaji Number: J1.555.282D
• Wikidata: Q82272449
• Mol file: 82936-49-0.mol

Synonyms:82936-49-0;4-Oxazolemethanol, 4,5-dihydro-2-phenyl-, (4R)-;(R)-2-Phenyl-4,5-dihydrooxazole-4-methanol;(R)-(2-Phenyl-4,5-dihydrooxazol-4-yl)methanol;((r)-2-phenyl-4,5-dihydro-oxazol-4-yl)-methanol;[(4R)-2-PHENYL-4,5-DIHYDRO-1,3-OXAZOL-4-YL]METHANOL;SCHEMBL9906339;DTXSID10452076;AC6881;2-Phenyl-2-oxazoline-4alpha-methanol;A922878

Chemical Property of 4-Oxazolemethanol, 4,5-dihydro-2-phenyl-, (4R)-

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N=C(O1)C2=CC=CC=C2)CO
• Isomeric SMILES: C1[C@H](N=C(O1)C2=CC=CC=C2)CO

Technology Process of 4-Oxazolemethanol, 4,5-dihydro-2-phenyl-, (4R)-

There total 12 articles about 4-Oxazolemethanol, 4,5-dihydro-2-phenyl-, (4R)- 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: 95.0%

methyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate (78715-83-0) → (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrooxazole (82936-49-0)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; for 18h;

Reference yield:

benzimidic acid ethyl ester (825-60-5) → (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrooxazole (82936-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dichloro-ethane / 20 h / Heating

2: 64 percent / LiAlH₄ / tetrahydrofuran / -35 - 0 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1002/adsc.200404020

Reference yield:

ethyl benzimidate hydrochloride (5333-86-8) → (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrooxazole (82936-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaHCO₃ / CH₂Cl₂

1.2: 91 percent / 1,2-dichloro-ethane / 20 h / Heating

2.1: 67 percent / DIBAL / tetrahydrofuran / 12 h / 20 °C

With diisobutylaluminium hydride; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.200501500

upstream raw materials:

methyl (S)-2-phenyl-4,5-dihydrooxazole-4-carboxylate

(R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-4,5-dihydro-oxazole

ethyl benzimidate hydrochloride

N-benzoyl-L-serine methyl ester

Downstream raw materials:

2-Phenyl-4-<(octadecyloxy)methyl>-2-oxazoline

(R)-4-(methoxymethyl)-2-phenyl-4,5-dihydrooxazole

(RS)-4-bromomethyl-2-phenyl-4,5-dihydrooxazole

(S)-(2-phenyl-4,5-dihydrooxazol-4-yl)methyl 4-methylbenzenesulfonate