TERT-BUTYL 4-HYDROXYBUTYRATE

Base Information

• Chemical Name: TERT-BUTYL 4-HYDROXYBUTYRATE
• CAS No.: 59854-12-5
• Molecular Formula: C8H16O3
• Molecular Weight: 160.213
• Hs Code.: 2918199090
• Mol file: 59854-12-5.mol

Synonyms:4-Hydroxy-butyric acid tert-butyl ester;

Chemical Property of TERT-BUTYL 4-HYDROXYBUTYRATE

Chemical Property:

• Vapor Pressure: 0.0138mmHg at 25°C
• Refractive Index: n20/D 1.431
• Boiling Point: 228.9°C at 760 mmHg
• PKA: 14.86±0.10(Predicted)
• Flash Point: 87.7°C
• PSA: 46.53000
• Density: 0.976 g/mL at 20 °C
• LogP: 1.10060
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl4-Hydroxybutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 4-Hydroxybutanoate is used as a reagent in the synthesis of theranostic vitamin-linker-taxoid conjugates. tert-Butyl 4-Hydroxybutanoate is also used as a reagent in the synthesis of teroxazoles as α-helix mimetics.

Technology Process of TERT-BUTYL 4-HYDROXYBUTYRATE

There total 7 articles about TERT-BUTYL 4-HYDROXYBUTYRATE 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%

succinic acid mono-tert-butyl ester (15026-17-2) → tert-butyl 4-hydroxybutyrate (59854-12-5)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2014.09.004

Reference yield: 100.0%

4-(benzyloxy)butanoic acid t-butyl ester (611212-49-8) → tert-butyl 4-hydroxybutyrate (59854-12-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 15h;

DOI:10.1002/chem.200204680

Reference yield:

succinic acid (methyl)(tert-butyl)diester (14734-25-9) → tert-butyl 4-hydroxybutyrate (59854-12-5)

Guidance literature:

With C₄₃H₄₂NOP₃Ru; hydrogen; In 1,4-dioxane; methanol; at 130 ℃; for 17h; under 45004.5 Torr; Glovebox; Autoclave;

DOI:10.1021/acs.organomet.8b00353

upstream raw materials:

tert-butyl 4-(acetyloxyl)butanoate

(+/-)-tert-butyl 3,4-epoxybutanoate

succinic acid mono-tert-butyl ester

4-(benzyloxy)butanoic acid t-butyl ester

Downstream raw materials:

tert-butyl 4-oxo-butanoate

1,3,5-tris-(2-(3-(t-butoxycarbonyl)propylmalonyl)ethoxy)benzene

1,3,5-tris-(2-(3-(t-butoxycarbonyl)propylmalonyl)ethoxymethyl)benzene

(2S,3R)-2-azido-3-(4-methoxyphenyl)hexanedioic acid 6-tert-butyl ester 1-methyl ester

Refernces

• 1、 Gao, Yongzhi,Van Haren, Matthijs J.,Moret, Ed E.,Rood, Johannes J. M.,Sartini, Davide,Salvucci, Alessia,Emanuelli, Monica,Craveur, Pierrick,Babault, Nicolas,Jin, Jian,Martin, Nathaniel I.. "Bisubstrate inhibitors of nicotinamide N-methyltransferase (NNMT) with enhanced activity". . p. 6597 - 6614. Retrieved 2019/08/20.
• 2、 Wünsch, Matthias,Schr?der, David,Fr?hr, Tanja,Teichmann, Lisa,Hedwig, Sebastian,Janson, Nils,Belu, Clara,Simon, Jasmin,Heidemeyer, Shari,Holtkamp, Philipp,Rudlof, Jens,Klemme, Lennard,Hinzmann, Alessa,Neumann, Beate,Stammler, Hans-Georg,Sewald, Norbert. "Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics". supporting information. p. 2428 - 2441. Retrieved 2017/12/06.