(1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone

Base Information

• Chemical Name: (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone
• CAS No.: 288848-35-1
• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.376
• Mol file: 288848-35-1.mol

Synonyms:(1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone

Chemical Property of (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone

There total 5 articles about (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone 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: 98.0%

2-[(1R,3R)-3-(2-Benzyloxy-ethyl)-2,2-dimethyl-cyclobutyl]-2-methyl-[1,3]dioxolane (288848-34-0) → (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone (288848-35-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In acetone; for 8h; Heating;

DOI:10.1021/jo991773c

Reference yield:

methyl 2-[(1R,3R)-3-acetyl-2,2-dimethylcyclobutyl]acetate (52305-35-8) → (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone (288848-35-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / pyridinium p-toluenesulfonate / benzene / 4 h / Heating

2: 85 percent / LiBH₄ / tetrahydrofuran / Heating

3: 90 percent / NaH / dimethylformamide / 72 h / 20 °C

4: 98 percent / pyridinium p-toluenesulfonate / acetone / 8 h / Heating

With lithium borohydride; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; benzene; 1: Condensation / 2: Reduction / 3: Alkylation / 4: Hydrolysis;

DOI:10.1021/jo991773c

Reference yield:

(1'R,3'R)-2-(3'-acetyl-2',2'-dimethylcyclobutyl)acetic acid (473-72-3,17879-35-5,61376-92-9,61826-55-9,64396-97-0,127062-09-3,52305-34-7) → (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutyl methyl ketone (288848-35-1)

Guidance literature:

Multi-step reaction with 5 steps

1: KOH / diethyl ether; ethanol / 1 h / 20 °C

2: 81 percent / pyridinium p-toluenesulfonate / benzene / 4 h / Heating

3: 85 percent / LiBH₄ / tetrahydrofuran / Heating

4: 90 percent / NaH / dimethylformamide / 72 h / 20 °C

5: 98 percent / pyridinium p-toluenesulfonate / acetone / 8 h / Heating

With potassium hydroxide; lithium borohydride; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide; acetone; benzene; 1: Methylation / 2: Condensation / 3: Reduction / 4: Alkylation / 5: Hydrolysis;

DOI:10.1021/jo991773c

upstream raw materials:

2-[(1R,3R)-3-(2-Benzyloxy-ethyl)-2,2-dimethyl-cyclobutyl]-2-methyl-[1,3]dioxolane

methyl 2-[(1R,3R)-3-acetyl-2,2-dimethylcyclobutyl]acetate

(1'R,3'R)-2-(3'-acetyl-2',2'-dimethylcyclobutyl)acetic acid

methyl (1'R,3'R)-2-[2',2'-dimethyl-3'-(2-methyl-1,3-dioxolan-2-yl)cyclobutyl]acetate

Downstream raw materials:

methyl (1'S,3'R)-2-benzyloxycarbonylamino-3-[3'-(2-benzyloxyethyl)-2',2'-dimethylcyclobutyl]-(Z)-2-propenoate

methyl (1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutanecarboxylate

(1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutylmethanol

(1R,3R)-3-(2'-benzyloxyethyl)-2,2-dimethylcyclobutanocarbaldehyde