(5S)-5-phenylmorpholin-3-one

Base Information

• Chemical Name: (5S)-5-phenylmorpholin-3-one
• CAS No.: 1052209-96-7
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• European Community (EC) Number: 800-275-4
• Wikidata: Q76416642
• Mol file: 1052209-96-7.mol

Synonyms:(5S)-5-phenylmorpholin-3-one;1052209-96-7;(S)-5-Phenylmorpholin-3-one;(s)-5-phenyl-morpholin-3-one;MFCD19442818;(5S)-5-Phenyl-3-morpholinone;SCHEMBL3398180;GXDVCRCMLDJGAS-SECBINFHSA-N;CSB20996;AKOS016340410;SS-4399;CS-0062218;EN300-245642;F50348;A934669

Chemical Property of (5S)-5-phenylmorpholin-3-one

Chemical Property:

• PSA: 38.33000
• Density: 1.149
• LogP: 1.20290
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

NLT 98% ^*data from raw suppliers

(S)-5-Phenyl-morpholin-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC(=O)CO1)C2=CC=CC=C2
• Isomeric SMILES: C1[C@@H](NC(=O)CO1)C2=CC=CC=C2

Technology Process of (5S)-5-phenylmorpholin-3-one

There total 4 articles about (5S)-5-phenylmorpholin-3-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: 76.0%

(S)-2-chloro-N-(2-hydroxyl-1-phenylethyl)acetamide (291545-74-9) → (S)-5-phenylmorpholin-3-one (1052209-96-7)

Guidance literature:

With potassium tert-butylate; In isopropyl alcohol; at 0 ℃;

DOI:10.1016/j.tetasy.2014.02.014

Reference yield:

(2S)-2-phenylglycinol (20989-17-7) → (S)-5-phenylmorpholin-3-one (1052209-96-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: sodium hydride / tetrahydrofuran; mineral oil / -10 - 20 °C

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1002/anie.201300526

Reference yield:

L-2-phenylglycine methyl ester hydrochloride (15028-39-4,13226-98-7) → (S)-5-phenylmorpholin-3-one (1052209-96-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / dichloromethane; water / 0 °C

2: sodium tetrahydroborate / dichloromethane; methanol / 0 °C

3: potassium tert-butylate / isopropyl alcohol / 0 °C

With sodium tetrahydroborate; potassium tert-butylate; potassium carbonate; In methanol; dichloromethane; water; isopropyl alcohol;

DOI:10.1016/j.tetasy.2014.02.014

upstream raw materials:

(S)-2-chloro-N-(2-hydroxyl-1-phenylethyl)acetamide

(2S)-2-phenylglycinol

L-2-phenylglycine methyl ester hydrochloride

methyl 2-(2-chloroacetamido)-2-phenylacetate

Downstream raw materials:

(3S)-3-phenylmorpholine

C₁₅H₁₉NO₄

C₁₅H₂₁NO₄

C₁₆H₂₃NO₄

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