2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate

Base Information

• Chemical Name: 2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate
• CAS No.: 1257341-57-3
• Molecular Formula: C₁₆H₂₁ClO₄
• Molecular Weight: 312.793
• Mol file: 1257341-57-3.mol

Synonyms:2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate

Chemical Property of 2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate

There total 1 articles about 2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate 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:

1,1-dimethyl-2-phenylethyl acetate (151-05-3) + ethyl (S)-4-chloro-3-hydroxybutanoate (10488-69-4,86728-85-0,87068-18-6,90866-33-4) → 2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate (1257341-57-3)

Guidance literature:

1,1-dimethyl-2-phenylethyl acetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -75 ℃; for 1.66667h; Inert atmosphere;

ethyl (S)-4-chloro-3-hydroxybutanoate; With acetic acid; In tetrahydrofuran; at 0 ℃; for 5.33333h; Inert atmosphere;

Reference yield:

2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate (1257341-57-3) → (3R,5S)-2-methyl-1-phenylpropan-2-yl 6-chloro-3,5-dihydroxy-hexanoate (1257341-59-5)

Guidance literature:

2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate; With diethyl methoxy borane; In tetrahydrofuran; methanol; at -75 ℃; for 1h;

With sodium tetrahydroborate; acetic acid; In tetrahydrofuran; methanol; for 5h;

With dihydrogen peroxide; In tetrahydrofuran; methanol; water; ethyl acetate; for 0.5h;

Reference yield:

2-methyl-1-phenylpropan-2-yl (S)-6-chloro-5-hydroxy-3-oxohexanoate (1257341-57-3) → 2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-2,2-dimethyl-6-((1-phenyl-1H-tetrazol-5-ylsulfonyl)methyl)-1,3-dioxan-4-yl)acetate (1257341-69-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethyl methoxy borane / tetrahydrofuran; methanol / 1 h / -75 °C

1.2: 5 h

1.3: 0.5 h

2.1: methanesulfonic acid / acetone / 2 h / 20 °C

3.1: N,N-dimethyl-formamide / 24 h / 90 °C

4.1: dihydrogen peroxide; hexaammonium heptamolybdate tetrahydrate / di-iso-propyl alcohol / 30 h / 0 - 20 °C

With methanesulfonic acid; hexaammonium heptamolybdate tetrahydrate; diethyl methoxy borane; dihydrogen peroxide; In tetrahydrofuran; methanol; di-iso-propyl alcohol; N,N-dimethyl-formamide; acetone;

upstream raw materials:

1,1-dimethyl-2-phenylethyl acetate

ethyl (S)-4-chloro-3-hydroxybutanoate

Downstream raw materials:

rosuvastatin methylamine salt

2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate

2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-2,2-dimethyl-6-((1-phenyl-1H-tetrazol-5-ylthio)methyl)-1,3-dioxan-4-yl)acetate

2-methyl-1-phenylpropan-2-yl 2-((4R,6S)-2,2-dimethyl-6-((1-phenyl-1H-tetrazol-5-ylsulfonyl)methyl)-1,3-dioxan-4-yl)acetate

Refernces

• 1、 -. "NOVEL METHOD FOR PREPARING ROSUVASTATIN, INTERMEDIATE COMPOUNDS USEFUL FOR PREPARING SAME, AND METHOD FOR PREPARING SAME". Page/Page column 8. . Retrieved 2012/06/16.