(4R)-3,4-dihydro-2H-1-benzopyran-4-ol

Base Information

• Chemical Name: (4R)-3,4-dihydro-2H-1-benzopyran-4-ol
• CAS No.: 120523-16-2
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• DSSTox Substance ID: DTXSID701317021
• Nikkaji Number: J885.042I
• ChEMBL ID: CHEMBL206124
• Mol file: 120523-16-2.mol

Synonyms:(4R)-3,4-dihydro-2H-1-benzopyran-4-ol;(R)-4-chromanol;120523-16-2;(4R)-3,4-dihydro-2H-chromen-4-ol;CHEMBL206124;(r)-chroman-4-ol;(+)-(R)-4-Chromanol;SCHEMBL819188;DTXSID701317021;BDBM50183605;AKOS006237644;EN300-69615;Z959151866

Chemical Property of (4R)-3,4-dihydro-2H-1-benzopyran-4-ol

Chemical Property:

• Melting Point: 68-70 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 266.6±29.0 °C(Predicted)
• PKA: 14.12±0.20(Predicted)
• PSA: 29.46000
• Density: 1.208±0.06 g/cm3(Predicted)
• LogP: 1.50250
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

(4R)-3,4-dihydro-2H-chromen-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=CC=CC=C2C1O
• Isomeric SMILES: C1COC2=CC=CC=C2[C@@H]1O

Technology Process of (4R)-3,4-dihydro-2H-1-benzopyran-4-ol

There total 56 articles about (4R)-3,4-dihydro-2H-1-benzopyran-4-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%

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) → (S)-chroman-4-ol (1481-93-2,94476-98-9,120523-16-2,132561-36-5)

Guidance literature:

With hydrogen; chloro([(S,2S)-(?)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido)(mesitylene)ruthenium (II); In methanol; at 30 ℃; for 23h; under 38002.6 Torr; Product distribution / selectivity;

Reference yield: 99.0%

1-benzopyran-4(4H)-one (491-38-3) → (S)-chroman-4-ol (1481-93-2,94476-98-9,120523-16-2,132561-36-5)

Guidance literature:

With formic acid; C₃₁H₃₅ClN₂O₂RhS^(1-); sodium formate; In water; at 60 ℃; for 3h; optical yield given as %ee; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.04.050

Reference yield: 47.0%

vinyl acetate (108-05-4,9003-20-7) + 4-hydroxychroman (1481-93-2) → (S)-chroman-4-ol (1481-93-2,94476-98-9,120523-16-2,132561-36-5) + (+)-4-acetoxychromane

Guidance literature:

With Burkholderia cepacia Amano-PS lipase; immobilized on diatomaceous earth; In tert-butyl methyl ether; at 23 ℃; for 14h; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.tetasy.2014.02.010

upstream raw materials:

chromane

2,3-dihydro-4H-1-benzopyran-4-one

2H-chromene

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (3S,4S)-3-bromo-chroman-4-yl ester

Downstream raw materials:

N-((1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-{[(4S)-6-neopentyl-3,4-dihydro-2H-chromen-4-yl]amino}propyl)acetamide

tert-butyl (1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-{[(4S)-6-isopropoxy-3,4-dihydro-2H-chromen-4-yl]amino}propylcarbamate

C₂₂H₂₈F₂N₂O₃