(S)-2-Phenylmorpholine

Base Information

• Chemical Name: (S)-2-Phenylmorpholine
• CAS No.: 74572-15-9
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• DSSTox Substance ID: DTXSID501313954
• Nikkaji Number: J2.125.881D
• Mol file: 74572-15-9.mol

Synonyms:(S)-2-Phenylmorpholine;74572-15-9;(2S)-2-phenylmorpholine;MFCD20278301;(S)-2-Phenyl-morpholine;SCHEMBL1626963;(2S)-2-Phenyl-morpholine HCl;DTXSID501313954;AMY21608;ZCA57215;AKOS016004209;DS-3800;CS-0156599;F13093;EN300-3009680;A865863

Chemical Property of (S)-2-Phenylmorpholine

Chemical Property:

• Boiling Point: 278.6±25.0 °C(Predicted)
• PKA: 8.52±0.40(Predicted)
• PSA: 21.26000
• Density: 1.034±0.06 g/cm3(Predicted)
• LogP: 1.67630
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

95% ^*data from raw suppliers

(2S)-2-Phenyl-morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(CN1)C2=CC=CC=C2
• Isomeric SMILES: C1CO[C@H](CN1)C2=CC=CC=C2

Technology Process of (S)-2-Phenylmorpholine

There total 11 articles about (S)-2-Phenylmorpholine 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: 90.0%

C17H19NO → (2S)-2-phenylmorpholine (74572-15-9)

Guidance literature:

With 2-Chloroethyl chloroformate; In dichloromethane; for 2.5h; Cooling with ice; High pressure; Green chemistry;

Reference yield: 78.0%

(S)-2-phenyl-morpholine-4-carboxylic acid tert-butyl ester (1020673-57-7) → (2S)-2-phenylmorpholine (74572-15-9)

Guidance literature:

(S)-2-phenyl-morpholine-4-carboxylic acid tert-butyl ester; With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

With sodium hydroxide; In water; pH=12 - 14; Product distribution / selectivity;

Reference yield: 57.0%

(S)-6-phenylmorpholin-3-one (942123-04-8) → (2S)-2-phenylmorpholine (74572-15-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 70 ℃; for 16.5h;

DOI:10.1021/acscombsci.6b00050

upstream raw materials:

(S)-4-(4-methylbenzenesulfonyl)-2-phenylmorpholine

(S)-styrene oxide

(S)-2-(2-hydroxy-ethylamino)-1-phenyl-ethanol

(S)-2-phenyl-morpholine-4-carboxylic acid tert-butyl ester

Downstream raw materials:

(S)-4-(1-Oxy-pyridin-2-yl)-2-phenyl-morpholine

(S)-4-(4-phenoxy-benzyl)-2-phenyl-morpholine

(S)-4-(6-chloropyridin-3-methyl)-2-phenyl-morpholine

Refernces

• 1、 Haftchenary, Sina,Nelson, Shawn D.,Furst, Laura,Dandapani, Sivaraman,Ferrara, Steven J.,Bo?kovi?, ?arko V.,Figueroa Lazú, Samuel,Guerrero, Adrian M.,Serrano, Juan C.,Crews, Demarcus K.,Brackeen, Cristina,Mowat, Jeffrey,Brumby, Thomas,Bauser, Marcus,Schreiber, Stuart L.,Phillips, Andrew J.. "Efficient Routes to a Diverse Array of Amino Alcohol-Derived Chiral Fragments". supporting information. p. 569 - 574. Retrieved 2016/10/06.
• 2、 -. "POLYCYCLIC COMPOUNDS WHICH MODULATE THE CB2 RECEPTOR". Page/Page column 12. . Retrieved 2008/12/05.