2-(5,5-Dimethylmorpholin-2-yl)acetic acid

Base Information

• Chemical Name: 2-(5,5-Dimethylmorpholin-2-yl)acetic acid
• CAS No.: 180863-28-9
• Molecular Formula: C8H15NO3
• Molecular Weight: 173.21000
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID10861427
• Nikkaji Number: J682.650D
• ChEMBL ID: CHEMBL1192109
• Mol file: 180863-28-9.mol

Synonyms:2-(5,5-dimethylmorpholin-2-yl)acetic acid;180863-28-9;(5,5-DIMETHYL-MORPHOLIN-2-YL)-ACETIC ACID;(5,5-DIMETHYL-MORPHOLIN-2-YL)-ACETICACID;CHEMBL1192109;DTXSID10861427;5,5-Dimethyl-2-morpholineacetic acid;AKOS006273724;SB34012;SB34457;PD067348;(5,5-Dimethyl-morpholin-2-yl)acetic acid;2-(5,5-dimethylmorpholin-2-yl)aceticacid;(+)-5,5-dimethyl-2-morpholineacetic acid;CS-0449076;FT-0690469;(5,5-DIMETHYLMORPHOLIN-2-YL)ACETIC ACID;EN300-3002743;L000550

Chemical Property of 2-(5,5-Dimethylmorpholin-2-yl)acetic acid

Chemical Property:

• PSA: 58.56000
• LogP: 0.55690
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 173.10519334
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

(5,5-dimethyl-morpholin-2-yl)-aceticacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(CN1)CC(=O)O)C

Technology Process of 2-(5,5-Dimethylmorpholin-2-yl)acetic acid

There total 8 articles about 2-(5,5-Dimethylmorpholin-2-yl)acetic acid 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: 84.0%

(S)-2-Ethoxycarbonylmethyl-5,5-dimethyl-morpholine-4-carboxylic acid tert-butyl ester → 2-[(2S)-5,5-dimethylmorpholin-2-yl]acetic acid (733717-87-8,180863-28-9)

Guidance literature:

With hydrogenchloride; In water; at 25 ℃; for 60h;

DOI:10.1016/S0960-894X(96)00267-3

Reference yield:

(R)-2-Ethoxycarbonylmethyl-5,5-dimethyl-morpholine-4-carboxylic acid tert-butyl ester → (+)-(S)-5,5-dimethylmorpholinyl-2-acetic acid (180863-28-9)

Guidance literature:

With hydrogenchloride; In water; at 25 ℃; for 60h;

DOI:10.1016/S0960-894X(96)00267-3

Reference yield:

(E)-4-(2-Hydroxy-1,1-dimethyl-ethylamino)-but-2-enoic acid ethyl ester → 2-[(2S)-5,5-dimethylmorpholin-2-yl]acetic acid (733717-87-8,180863-28-9)

Guidance literature:

Multi-step reaction with 4 steps

1: DBU / toluene / 18 h / Heating

2: Huenig's base / CH₂Cl₂ / 18 h / 25 °C

3: Daicel Chiralcel OD / hexane; propan-2-ol

4: 84 percent / HCl / H₂O / 60 h / 25 °C

With hydrogenchloride; Daicel Chiralcel OD; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; water; isopropyl alcohol; toluene;

DOI:10.1016/S0960-894X(96)00267-3

upstream raw materials:

(5,5-Dimethyl-morpholin-2-yl)-acetic acid ethyl ester

2-Ethoxycarbonylmethyl-5,5-dimethyl-morpholine-4-carboxylic acid tert-butyl ester

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