(1R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one

Base Information

• Chemical Name: (1R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one
• CAS No.: 82499-20-5
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• DSSTox Substance ID: DTXSID30722602
• Wikidata: Q76753950
• Mol file: 82499-20-5.mol

Synonyms:82499-20-5;(1R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one;(1R)-1-HYDROXY-1-(3-HYDROXYPHENYL)ACETONE;DTXSID30722602

Chemical Property of (1R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one

Chemical Property:

• PSA: 57.53000
• LogP: 1.01460
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (1R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one

There total 2 articles about (1R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one 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:

2-oxo-propionic acid (127-17-3) + meta-hydroxybenzaldehyde (100-83-4) → (R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one (82499-20-5) + (S)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one

Guidance literature:

With thiamine pyrophosphate; magnesium sulfate; In aq. phosphate buffer; dimethyl sulfoxide; at 20 ℃; for 16h; pH=6.5; enantioselective reaction; Enzymatic reaction;

DOI:10.1039/c6gc01803c

Reference yield:

piruvate (57-60-3) + meta-hydroxybenzaldehyde (100-83-4) → (R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one (82499-20-5) + (S)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one

Guidance literature:

With YerE from Pseudomonas protegens; thiamine diphosphate; magnesium chloride; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 24h; pH=8; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/cbic.201800325

Reference yield:

(R)-1-hydroxy-1-(3-hydroxyphenyl)propan-2-one (82499-20-5) → (1R,2S)-metaraminol (54-49-9,61-59-6,4956-27-8,7619-17-2,19289-78-2,21480-43-3,21480-44-4,46064-19-1,73952-03-1)

Guidance literature:

With pyridoxal 5'-phosphate; transaminase from chromobacterium violaceum; isopropylamine; In dimethyl sulfoxide; at 30 ℃; for 8h; Enzymatic reaction;

DOI:10.1002/anie.201705855

upstream raw materials:

2-oxo-propionic acid

meta-hydroxybenzaldehyde

piruvate

Downstream raw materials:

(1R,2S)-metaraminol