[3-(Ethoxycarbonyl)propyl]triphenylphosphonium bromide

Base Information

• Chemical Name: [3-(Ethoxycarbonyl)propyl]triphenylphosphonium bromide
• CAS No.: 50479-11-3
• Molecular Formula: C24H26BrO2P
• Molecular Weight: 457.347
• Hs Code.: 29310099
• NSC Number: 269919
• DSSTox Substance ID: DTXSID30964707
• Mol file: 50479-11-3.mol

Synonyms:50479-11-3;[3-(Ethoxycarbonyl)propyl]triphenylphosphonium bromide;(4-ethoxy-4-oxobutyl)triphenylphosphonium bromide;(4-ethoxy-4-oxobutyl)-triphenylphosphanium;bromide;MFCD00274610;ethoxycarbonylpropyltriphenylphosphonium bromide;NSC 269919;[3-(Ethoxycarbonyl)prop-1-yl]tris(phenyl)phosphonium bromide;NSC269919;(4-ethoxy-4-oxobutyl)-triphenylphosphanium,bromide;SCHEMBL274167;Phosphonium, (4-ethoxy-4-oxobutyl)triphenyl-, bromide;DTXSID30964707;JPZMNVPVVYVXAD-UHFFFAOYSA-M;AKOS004903756;NSC-269919;BP-12772;SY122190;CS-0101866;E1450;FT-0639902;3-carboethoxypropyltriphenylphosphonium bromide;(3-carboethoxypropyl)triphenylphosphonium bromide;(4-ethoxy-4-oxobutyl)triphenylphosphoniumbromide;3-ethoxycarbonylpropyltriphenylphosphonium bromide;(4-ethoxy-4-oxobutyl)-triphenylphosphonium bromide;A828136;(4-Ethoxy-4-oxobutyl)(triphenyl)phosphanium bromide;3-(Ethoxycarbonyl)propyl triphenylphosphonium bromide;triphenyl-(3-ethoxycarbonylpropyl)phosphonium bromide;(ethoxycarbonylprop-1-yl)triphenyl phosphonium bromide;[3-(ethoxycarbonyl)-propyl]-triphenylphosphonium bromide;(4-ethoxy-4-oxidanylidene-butyl)-triphenyl-phosphanium bromide

Chemical Property of [3-(Ethoxycarbonyl)propyl]triphenylphosphonium bromide

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 165-167 °C(lit.)
• PSA: 39.89000
• LogP: 1.32780
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 456.08538
• Heavy Atom Count: 28
• Complexity: 386

Purity/Quality:

98%, ^*data from raw suppliers

3-Ethoxycarbonyl)-propyl]-triphenylphosphonium bromide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: Reactant for:Asymmetric synthesis of antihypercholesterolemic ezetimibe via Wittig reactionWittig reactions

Technology Process of [3-(Ethoxycarbonyl)propyl]triphenylphosphonium bromide

There total 3 articles about [3-(Ethoxycarbonyl)propyl]triphenylphosphonium bromide 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: 100.0%

Ethyl 4-bromobutyrate (2969-81-5) + triphenylphosphine (603-35-0) → (3-ethoxycarbonylpropyl)triphenylphosphonium bromide (50479-11-3)

Guidance literature:

at 120 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ja909030c

Reference yield:

ethanol (64-17-5) + (3-carboxypropyl)(triphenyl)phosphonium bromide (17857-14-6) → (3-ethoxycarbonylpropyl)triphenylphosphonium bromide (50479-11-3)

Guidance literature:

In diethyl ether;

DOI:10.1039/DT9840001739

Reference yield:

→ (3-ethoxycarbonylpropyl)triphenylphosphonium bromide (50479-11-3)

Guidance literature:

upstream raw materials:

ethanol

(3-carboxypropyl)(triphenyl)phosphonium bromide

Ethyl 4-bromobutyrate

triphenylphosphine

Downstream raw materials:

N-benzyl-2-aza-6-(3-(ethoxycarbonyl)propylidene)bicyclo<2.2.2>octane

(Z)-5-[(4S,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pent-4-enoic acid ethyl ester

(Z)-5-{(4S,5R)-2,2-Dimethyl-5-[(toluene-4-sulfonylamino)-methyl]-[1,3]dioxolan-4-yl}-pent-4-enoic acid ethyl ester

(Z)-(S)-6-Benzyloxymethoxy-8-hydroxy-oct-4-enoic acid ethyl ester

Refernces

• 1、 Cui, Jin,Lethu, Sébastien,Yasuda, Tomokazu,Matsuoka, Shigeru,Matsumori, Nobuaki,Sato, Fuminori,Murata, Michio. "Phosphatidylcholine bearing 6,6-dideuterated oleic acid: A useful solid-state 2H NMR probe for investigating membrane properties". . p. 203 - 206. Retrieved 2015.
• 2、 -. "Sulfonamide hapten, sulfonamide artificial antigen and their preparation methods and application". Paragraph 0071; 0072. . Retrieved 2019/06/30.
• 3、 Zens, Anna,Seubert, Philipp,Kolb, Benedikt,Wurster, Marius,Holzwarth, Marcel,Mannchen, Fabian,Forschner, Robert,Claasen, Birgit,Kunz, Doris,Laschat, Sabine. "Synthesis of 1-Acyl-2-vinylcyclopropanes: Utilizing Copper-Carbenoid versus Sulfur Ylide Methodology". . p. 2367 - 2384. Retrieved 2018/04/05.