Phosphonic acid, [(1S)-1-phenylethyl]-

Base Information

• Chemical Name: Phosphonic acid, [(1S)-1-phenylethyl]-
• CAS No.: 184535-62-4
• Molecular Formula: C8H11O3P
• Molecular Weight: 186.147
• DSSTox Substance ID: DTXSID80441013
• Mol file: 184535-62-4.mol

Synonyms:Phosphonic acid, [(1S)-1-phenylethyl]-;184535-62-4;DTXSID80441013

Chemical Property of Phosphonic acid, [(1S)-1-phenylethyl]-

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.04458121
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phosphonic acid, [(1S)-1-phenylethyl]-

There total 15 articles about Phosphonic acid, [(1S)-1-phenylethyl]- 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: 98.0%

1-phenylvinylphosphonic acid (3220-50-6) → (S)-(1-phenylethyl)phosphonic acid (184535-62-4)

Guidance literature:

With bis(norbornadiene)rhodium(l)tetrafluoroborate; C₃₂H₄₅FeNOP₂; hydrogen; In ethanol; at 20 ℃; for 6h; under 7600.51 Torr; Reagent/catalyst; Solvent; Pressure; enantioselective reaction; Catalytic behavior; Glovebox; Autoclave;

DOI:10.1021/acs.orglett.7b02098

Reference yield: 96.0%

(3aR,7aR)-1,3-Dimethyl-2-((S)-1-phenyl-ethyl)-octahydro-benzo[1,3,2]diazaphosphole 2-oxide (184535-57-7) → (S)-(1-phenylethyl)phosphonic acid (184535-62-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 12h; Heating;

DOI:10.1016/0040-4020(96)00829-0

Reference yield:

1-phenylvinylphosphonic acid (3220-50-6) → (R)-(1-phenylethyl)phosphonic acid (184535-63-5) + (S)-(1-phenylethyl)phosphonic acid (184535-62-4)

Guidance literature:

With (S)-BinapRuBr₂; hydrogen; In methanol; at 80 ℃; under 7500.6 Torr; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(98)00530-9

upstream raw materials:

(S)-(2l,6l,1'l)-6-methyl-3-(1-methylethyl)-2-(1'-phenylethyl)-1,3,2-oxazaphosphorinane 2-oxide

(3aR,7aR)-1,3-Dimethyl-2-((S)-1-phenyl-ethyl)-octahydro-benzo[1,3,2]diazaphosphole 2-oxide

1-phenylvinylphosphonic acid

(SS)-(4l,6l,1'x)-1,3-bis-(2,2-dimethylpropyl)-4,6-diphenyl-2-(1-phenylethyl)-1,3,2-diaza-phosphorinane 2-oxide

Downstream raw materials:

(1S)-(-)-1-phenethyl dimethylphosphonate