MORPHOLIN-4-YL-ACETIC ACID

Base Information

• Chemical Name: MORPHOLIN-4-YL-ACETIC ACID
• CAS No.: 89531-58-8
• Molecular Formula: C6H12ClNO3
• Molecular Weight: 181.619
• Hs Code.: 29349990
• Mol file: 89531-58-8.mol

Synonyms:4-Morpholineaceticacid, hydrochloride (7CI,9CI);(4-Morpholino)acetic acid hydrochloride;2-(Morpholino)acetic acid hydrochloride;4-Morpholinylacetic acidhydrochloride;Morpholinoacetic acid hydrochloride;

Chemical Property of MORPHOLIN-4-YL-ACETIC ACID

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 160-161℃
• Boiling Point: 271.9oC at 760 mmHg
• Flash Point: 118.2oC
• PSA: 49.77000
• Density: 1.202 g/cm3
• LogP: -0.65890
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.

Purity/Quality:

98.0%Min ^*data from raw suppliers

4-MorpholineaceticAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Morpholineacetic Acid Hydrochloride is an intermediate of Carfilzomib (C183460) which is a second-generation proteasome inhibitor that is used as a treatment in relapsed and refractory multiple myeloma.

Technology Process of MORPHOLIN-4-YL-ACETIC ACID

There total 5 articles about MORPHOLIN-4-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: 99.0%

(4-morpholinyl)acetic acid 1,1-dimethylethyl ester (88217-68-9) → N-(carboxymethyl)morpholine hydrochloride (89531-58-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 12h;

Reference yield: 96.0%

N-morpholylacetic acid ethyl ester (3235-82-3) → N-(carboxymethyl)morpholine hydrochloride (89531-58-8)

Guidance literature:

With hydrogenchloride; In water; for 16h; Reflux;

DOI:10.1021/jacs.7b05619

Reference yield:

morpholine (110-91-8,99108-56-2) + ethyl bromoacetate (105-36-2) → N-(carboxymethyl)morpholine hydrochloride (89531-58-8)

Guidance literature:

morpholine; ethyl bromoacetate; In diethyl ether; at 20 ℃; for 2h;

With potassium hydroxide; In ethanol; at 20 ℃; for 4h;

With hydrogenchloride; In ethanol;

upstream raw materials:

N-morpholylacetic acid ethyl ester

morpholine

ethyl bromoacetate

(4-morpholinyl)acetic acid 1,1-dimethylethyl ester

Downstream raw materials:

C₄₁H₅₁N₅O₈S

carfilzomib

Refernces

• 1、 -. "MODIFIED DRUGS FOR USE IN LIPOSOMAL NANOPARTICLES". Paragraph 0270; 0301-0303; 0310-0311. . Retrieved 2018/08/25.
• 2、 May, Jonathan P.,Undzys, Elijus,Roy, Aniruddha,Li, Shyh-Dar. "Synthesis of a Gemcitabine Prodrug for Remote Loading into Liposomes and Improved Therapeutic Effect". . p. 226 - 237. Retrieved 2016/02/05.