2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester
• CAS No.: 116217-09-5
• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.521

Synonyms:2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester

There total 11 articles about 2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl 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: 92.0%

2,2-Dimethyl-propionic acid (R)-2-((1R,2S,6R)-6-benzyloxymethyl-2-hydroxy-cyclohex-3-enyl)-propyl ester (122131-30-0) + methyl iodide (74-88-4) → 2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester (116217-09-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)82126-7

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester (116217-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine

2: 92 percent / NaH / tetrahydrofuran

With pyridine; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)82126-7

Reference yield:

benzyl bromide (100-39-0) → 2,2-Dimethyl-propionic acid (S)-2-((1S,2R,6S)-6-benzyloxymethyl-2-methoxy-cyclohex-3-enyl)-propyl ester (116217-09-5)

Guidance literature:

Multi-step reaction with 6 steps

2: 92 percent / LDA / tetrahydrofuran / 0.04 h / -78 °C

3: 75 percent / 1) LDA, 2) CF₃COOH / tetrahydrofuran / -78 °C

4: 83 percent / LiAlH₄ / tetrahydrofuran / -30 °C

5: 95 percent / pyridine

6: 92 percent / NaH / tetrahydrofuran

With pyridine; lithium aluminium tetrahydride; sodium hydride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)82126-7

upstream raw materials:

2,2-Dimethyl-propionic acid (R)-2-((1R,2S,6R)-6-benzyloxymethyl-2-hydroxy-cyclohex-3-enyl)-propyl ester

methyl iodide

pivaloyl chloride

benzyl bromide

Downstream raw materials:

2,2-Dimethyl-propionic acid (S)-2-((1S,2S,3S,4S,6S)-4-benzyloxymethyl-7-chloro-2-methoxy-8-oxo-bicyclo[4.2.0]oct-3-yl)-propyl ester

(1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((R)-2-hydroxy-1-methyl-ethyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

(1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

C₂₂H₃₂O₅

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