tert-Butyl L-2-hydroxy-4-methylpentanoate

Base Information

• Chemical Name: tert-Butyl L-2-hydroxy-4-methylpentanoate
• CAS No.: 3069-52-1
• Molecular Formula: C10H20 O3
• Molecular Weight: 188.26
• Hs Code.: 2918199090
• Mol file: 3069-52-1.mol

Synonyms:Pentanoicacid, 2-hydroxy-4-methyl-, 1,1-dimethylethyl ester, (S)-; Valeric acid,2-hydroxy-4-methyl-, tert-butyl ester, L- (8CI); tert-ButylL-2-hydroxy-4-methylpentanoate

Chemical Property of tert-Butyl L-2-hydroxy-4-methylpentanoate

Chemical Property:

• Vapor Pressure: 0.0574mmHg at 25°C
• Boiling Point: 206°C at 760 mmHg
• PKA: 13.07±0.20(Predicted)
• Flash Point: 72.5°C
• PSA: 46.53000
• Density: 0.963g/cm³
• LogP: 1.73510

Purity/Quality:

98% ^*data from raw suppliers

(S)-tert-butyl2-hydroxy-4-methylpentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl L-2-hydroxy-4-methylpentanoate

There total 7 articles about tert-Butyl L-2-hydroxy-4-methylpentanoate 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: 78.0%

(S)-2-hydroxyl-3,3-dimethylbutyric acid (13748-90-8,498-36-2) + tert-butyl alcohol (75-65-0) → (2S)-2-hydroxy-4-methylpentanoic acid 1,1-dimethylethyl ester (3069-52-1)

Guidance literature:

tert-butyl alcohol; With copper(l) chloride; diisopropyl-carbodiimide; at 20 ℃; for 120h; Inert atmosphere;

(S)-2-hydroxyl-3,3-dimethylbutyric acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol1024663

Reference yield:

tert-butyl 4-methyl-2-oxopentanoate (75716-87-9) → D-Hyicap-OtBu (19892-92-3) + (2S)-2-hydroxy-4-methylpentanoic acid 1,1-dimethylethyl ester (3069-52-1)

Guidance literature:

With 3-pinanyl-9-borabicyclo[3.3.1]nonane; at 0 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00209a008

Reference yield:

L-α-Acetoxyisocapronsaeure-tert-butylester (3069-51-0) → (2S)-2-hydroxy-4-methylpentanoic acid 1,1-dimethylethyl ester (3069-52-1)

Guidance literature:

With sodium hydroxide; In methanol;

upstream raw materials:

L-α-Acetoxyisocapronsaeure-tert-butylester

tert-butyl 4-methyl-2-oxopentanoate

L-leucine

(S)-2-hydroxyl-3,3-dimethylbutyric acid

Downstream raw materials:

D-tert-butyl 2-phthalimid-N-oxy-4-methylpentanoate

Benzyloxycarbonyl-D-valyl-D-leucyl-L-α-hydroxyisocapronsaeure-tert.-butylester

Z-Leu-OLeu-OH

Refernces

• 1、 Avan, Ilker,Tala, Srinivasa R.,Steel, Peter J.,Katritzky, Alan R.. "Benzotriazole-mediated syntheses of depsipeptides and oligoesters". supporting information; scheme or table. p. 4884 - 4893. Retrieved 2011/07/30.
• 2、 Conroy, Trent,Guo, Jin T.,Hunt, Nicholas H.,Payne, Richard J.. "Total synthesis and antimalarial activity of symplostatin 4". supporting information; experimental part. p. 5576 - 5579. Retrieved 2011/04/15.