(S)-(-)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide

Base Information

• Chemical Name: (S)-(-)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide
• CAS No.: 98674-83-0
• Molecular Formula: C₁₂H₁₇O₅P
• Molecular Weight: 272.238
• Hs Code.: 2835299000
• European Community (EC) Number: 621-836-8
• DSSTox Substance ID: DTXSID401128116
• Nikkaji Number: J1.561.118I,J2.313.288E
• Mol file: 98674-83-0.mol

Synonyms:98674-83-0;(s)-(-)-Anicyphos;(S)-(-)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide;(4S)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide;(4S)-2-hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2lambda5-dioxaphosphinane 2-oxide;SCHEMBL15611141;DTXSID401128116;MFCD00190173;AKOS016340731;SS-2993;(4S)-2-hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one;(4S)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphinane2-oxide;1,3,2-Dioxaphosphorinane, 2-hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-, 2-oxide, (4S)-;(S)-(-)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 97%

Chemical Property of (S)-(-)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide

Chemical Property:

• Melting Point: 194-196 °C(lit.)
• Refractive Index: 1.533
• Boiling Point: 370.7°Cat760mmHg
• Flash Point: 178°C
• PSA: 74.80000
• Density: 1.28g/cm³
• LogP: 2.66210
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 272.08136064
• Heavy Atom Count: 18
• Complexity: 343

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(-)-Anicyphos 95.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: CC1(COP(=O)(OC1C2=CC=CC=C2OC)O)C
• Isomeric SMILES: CC1(COP(=O)(O[C@@H]1C2=CC=CC=C2OC)O)C
• Uses: Chiral phosphoric acid used for the resolution of amines, amino acids, and amino alcohols.

Technology Process of (S)-(-)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide

There total 9 articles about (S)-(-)-2-Hydroxy-4-(2-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide 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-Chloro-4-(2-methoxy-phenyl)-5,5-dimethyl-[1,3,2]dioxaphosphinane 2-oxide → 5,5-dimethyl-2-hydroxy-4-(2-methoxyphenyl)-1,3,2-dioxaphosphorinane 2-oxide (98634-23-2,98674-83-0)

Guidance literature:

With sodium hydroxide; at 90 - 95 ℃; for 0.25h; Yield given;

DOI:10.1021/jo00223a018

Reference yield:

1-(2-methoxy-phenyl)-2,2-dimethyl-propane-1,3-diol (98634-34-5) → 5,5-dimethyl-2-hydroxy-4-(2-methoxyphenyl)-1,3,2-dioxaphosphorinane 2-oxide (98634-23-2,98674-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃, triethylamine / CH₂Cl₂ / 3 h / Heating

2: aq. NaOH / 0.25 h / 90 - 95 °C

With sodium hydroxide; triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1021/jo00223a018

Reference yield:

1-(2-methoxy-phenyl)-2,2-dimethyl-propane-1,3-diol (98634-34-5) → (-)-5,5-dimethyl-2-hydroxy-4-(2-methoxyphenyl)-1,3,2-dioxaphosphorinane 2-oxide (98674-83-0)

Guidance literature:

Multi-step reaction with 3 steps

1: POCl₃, triethylamine / CH₂Cl₂ / 3 h / Heating

2: aq. NaOH / 0.25 h / 90 - 95 °C

With sodium hydroxide; triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1021/jo00223a018

upstream raw materials:

1-(2-methoxy-phenyl)-2,2-dimethyl-propane-1,3-diol

ortho-anisaldehyde

5,5-dimethyl-2-hydroxy-4-(2-methoxyphenyl)-1,3,2-dioxaphosphorinane 2-oxide

Downstream raw materials:

(R)-(+)-5,5-dimethyl-2-hydroxy-4-(2-methoxyphenyl)-1,3,2-dioxaphosphorinane-2-oxide

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