5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester

Base Information

• Chemical Name: 5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester
• CAS No.: 50624-95-8
• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.37
• Mol file: 50624-95-8.mol

Synonyms:

Chemical Property of 5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester

There total 1 articles about 5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester 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:

oxalic acid tert-butyl ester ethyl ester (50624-94-7) + 3-(benzyloxy)-3-methylbut-1-yne (50420-73-0) → 5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester (50624-95-8)

Guidance literature:

Multistep reaction; (i) nBuLi, THF, (ii) /BRN= 1907035/;

DOI:10.1016/S0040-4039(01)86955-0

Reference yield:

5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester (50624-95-8) → 2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 1-tert-butyl ester 4-ethyl ester (50624-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) nBuLi, THF, (ii) /BRN= 2385501/

2: aq. H₂SO₄ / tetrahydrofuran

With sulfuric acid; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)86955-0

Reference yield:

5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester (50624-95-8) → dimethyl 2-hydroxy-2-(3-hydroxy-3-methylbutyl)succinate (26909-60-4,38535-03-4)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) lithium cyclohexylisopropylamide, THF, (ii) /BRN= 2385501/

2: CF₃CO₂H

4: H₂ / Pd-C / ethyl acetate

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In ethyl acetate;

DOI:10.1016/S0040-4039(01)86955-0

upstream raw materials:

oxalic acid tert-butyl ester ethyl ester

3-(benzyloxy)-3-methylbut-1-yne

Downstream raw materials:

2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 1-tert-butyl ester 4-methyl ester

5-Benzyloxy-2-ethoxyethynyl-2-hydroxy-5-methyl-hex-3-ynoic acid tert-butyl ester

2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 4-methyl ester

2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 1-tert-butyl ester 4-ethyl ester