N-Nitroso-4-hydroxyproline

Base Information

• Chemical Name: N-Nitroso-4-hydroxyproline
• CAS No.: 2443-30-3
• Molecular Formula: C5H8 N2 O4
• Molecular Weight: 160.13
• Hs Code.: 2933990090
• Nikkaji Number: J3.359.856D
• Mol file: 2443-30-3.mol

Synonyms:4-hydroxy-N-nitrosoproline;N-nitroso-4-hydroxyproline;N-nitroso-4-hydroxyproline, (L)-isomer;N-nitroso-4-hydroxyproline, (L-trans)-isomer

Chemical Property of N-Nitroso-4-hydroxyproline

Chemical Property:

• Vapor Pressure: 2.42E-11mmHg at 25°C
• Boiling Point: 482.7°Cat760mmHg
• Flash Point: 245.7°C
• PSA: 90.20000
• Density: 1.79g/cm³
• LogP: -0.87450
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 160.04840674
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CN(C1C(=O)O)N=O)O
• Isomeric SMILES: C1[C@H](N(CC1O)N=O)C(=O)O

Technology Process of N-Nitroso-4-hydroxyproline

There total 4 articles about N-Nitroso-4-hydroxyproline 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%

3-hydroxy-dl-proline (51-35-4,30724-02-8) → N-nitrosohydroxyproline (2443-30-3,2443-31-4,61688-67-3)

Guidance literature:

With bismuth(III) chloride; sodium nitrite; In dichloromethane; at 20 ℃; for 0.916667h; chemoselective reaction;

DOI:10.1080/00397910802413881

Reference yield:

N-methyl-N-nitrosotoluene-p-sulfonamide (80-11-5) + 3-hydroxy-dl-proline (51-35-4,30724-02-8) → N-nitrosohydroxyproline (2443-30-3,2443-31-4,61688-67-3) + N-methyl-p-toluenesulfonylamide (640-61-9)

Guidance literature:

In 1,4-dioxane; water; at 25 ℃; Rate constant; ΔH(excit.), ΔS(excit.), and solvent isotope effect (k_H/k_D); var. dioxane contents;

Reference yield:

2-ethoxyethyl nitrite (41051-51-8) + 3-hydroxy-dl-proline (51-35-4,30724-02-8) → 2-ethoxy-ethanol (110-80-5) + N-nitrosohydroxyproline (2443-30-3,2443-31-4,61688-67-3)

Guidance literature:

In 1,4-dioxane; water; at 25 ℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.), solvent isotope effect (k_H/k_D);

upstream raw materials:

2-ethoxyethyl nitrite

3-hydroxy-dl-proline

N-methyl-N-nitrosotoluene-p-sulfonamide

S-nitroso-N-acetylpenicillamine

Downstream raw materials:

3-hydroxy-dl-proline

Refernces

• 1、 Munro, Andrew P.,Williams, D. Lyn H.. "Reactivity of nitrogen nucleophiles towards S-nitrosopenicillamine". . p. 1989 - 1993. Retrieved 2007/10/03.