2-[(Z)-(17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene)amino]oxyacetic acid

Base Information

• Chemical Name: 2-[(Z)-(17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene)amino]oxyacetic acid
• CAS No.: 50909-89-2
• Molecular Formula: C₂₃H₃₃NO₄
• Molecular Weight: 387.519
• European Community (EC) Number: 637-143-9
• Wikipedia: Progesterone_carboxymethyloxime
• Mol file: 50909-89-2.mol

Synonyms:50909-89-2

Chemical Property of 2-[(Z)-(17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene)amino]oxyacetic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 537.5°Cat760mmHg
• PKA: 3.15±0.10(Predicted)
• Flash Point: 278.9°C
• PSA: 75.96000
• Density: 1.29g/cm³
• LogP: 4.61160
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 387.24095853
• Heavy Atom Count: 28
• Complexity: 741

Purity/Quality:

95% ^*data from raw suppliers

Progesterone 3-CMO ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CCC3C2CCC4=CC(=NOCC(=O)O)CCC34C)C
• Isomeric SMILES: CC(=O)C1CCC2C1(CCC3C2CCC4=C/C(=N\OCC(=O)O)/CCC34C)C
• Uses: Progesterone 3-(O-carboxymethyl)oxime is used in microtitre plate enzyme immunoassays (EIAs) for progesterone.

Technology Process of 2-[(Z)-(17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene)amino]oxyacetic acid

There total 6 articles about 2-[(Z)-(17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene)amino]oxyacetic 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: 60.0%

2-(aminooxy)acetic acid hemihydrochloride + Progesterone (57-83-0) → Progesteron-3-(O-carboxymethyl)-oxim (50909-89-2)

Guidance literature:

With pyridine; In methanol; at 25 ℃; for 5h;

Reference yield:

20α-hydroxyprogesterone (145-15-3) → Progesteron-3-(O-carboxymethyl)-oxim (50909-89-2)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. KOH / ethanol

2: diethyl ether

3: aq. CrO₃, H₂SO₄ / acetone

4: (hydrolysis)

With chromium(VI) oxide; potassium hydroxide; sulfuric acid; In diethyl ether; ethanol; acetone;

DOI:10.1016/0039-128X(73)90104-9

Reference yield:

20β-Hydroxy-4-pregnen-3-on-3-(O-carboxymethyl)-oxim (50909-90-5) → Progesteron-3-(O-carboxymethyl)-oxim (50909-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: aq. CrO₃, H₂SO₄ / acetone

3: (hydrolysis)

With chromium(VI) oxide; sulfuric acid; In diethyl ether; acetone;

DOI:10.1016/0039-128X(73)90104-9

upstream raw materials:

O-carboxymethylhydroxylamine hydrochloride

3-pyrrolidino-pregna-3,5-dien-20-one

20α-hydroxyprogesterone

20β-Hydroxy-4-pregnen-3-on-3-(O-carboxymethyl)-oxim

Refernces

• 1、 -. "Progesterone hapten, artificial antigen and polyclonal antibody as well as preparation method and application thereof". Paragraph 0052-0060. . Retrieved 2020/04/01.