2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester
CAS No.:164215-32-1
Molecular Formula:C₁₉H₂₈O₃
Molecular Weight:304.43
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester

Chemical Property:

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Technology Process of 2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester

There total 9 articles about 2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl 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:

: 78999-24-3
5-benzyloxy-1-pentanal

: 164215-32-1
2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) 9-BBNOTf, i-Pr₂NEt / 1.) CH₂Cl₂, a) -78 deg C, 30 min, b) 0 deg C, 3 h, 2.) CH₂Cl₂, 23 deg C, 12 h

2: 17.5 g / aq. LiOH, 30percent aq. H₂O₂ / tetrahydrofuran / 3 h / 0 °C

3: 92 percent / LiAlH₄ / tetrahydrofuran / 8 h / Heating

4: 89 percent / pyridine / 42 h / 0 °C

5: PhLi / cyclohexane; diethyl ether / 0.5 h / 23 °C

6: BF₃*OEt₂ / cyclohexane; diethyl ether / 1 h / -78 - 0 °C

7: 90 percent / 4-DMAP / CH₂Cl₂ / 16 h / Heating

8: 99 percent / H₂ / 5percent Pd/C / ethyl acetate / 12 h / 23 °C / 760 Torr

9: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 to 0 deg C

With pyridine; dmap; lithium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; phenyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; 9-BBN triflate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; ethyl acetate;
DOI:10.1021/ja00136a008

Reference yield:

: (2R,3R)-2-(4-Benzyloxy-butyl)-3-methyl-oxetane

: 164215-32-1
2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: BF₃*OEt₂ / cyclohexane; diethyl ether / 1 h / -78 - 0 °C

2: 90 percent / 4-DMAP / CH₂Cl₂ / 16 h / Heating

3: 99 percent / H₂ / 5percent Pd/C / ethyl acetate / 12 h / 23 °C / 760 Torr

4: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 to 0 deg C

With dmap; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In diethyl ether; dichloromethane; cyclohexane; ethyl acetate;
DOI:10.1021/ja00136a008

Reference yield:

: 171189-81-4
(2R,3R)-7-Benzyloxy-2-methyl-heptane-1,3-diol

: 164215-32-1
2,2-Dimethyl-propionic acid (R)-1-((R)-1-methyl-2-phenyl-ethyl)-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / pyridine / 42 h / 0 °C

2: PhLi / cyclohexane; diethyl ether / 0.5 h / 23 °C

3: BF₃*OEt₂ / cyclohexane; diethyl ether / 1 h / -78 - 0 °C

4: 90 percent / 4-DMAP / CH₂Cl₂ / 16 h / Heating

5: 99 percent / H₂ / 5percent Pd/C / ethyl acetate / 12 h / 23 °C / 760 Torr

6: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 to 0 deg C

With pyridine; dmap; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; dimethyl sulfoxide; phenyllithium; triethylamine; palladium on activated charcoal; In diethyl ether; dichloromethane; cyclohexane; ethyl acetate;
DOI:10.1021/ja00136a008