rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

Base Information

Chemical Name:rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester
CAS No.:122444-32-0
Molecular Formula:C₃₄H₄₄O₈
Molecular Weight:580.719
Hs Code.:

rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

Synonyms:rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

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Chemical Property of rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

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Technology Process of rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

There total 7 articles about rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl 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: 88.8%

: 40786-69-4
1-(2,4-dihydroxy-3-propylphenyl)ethanone

: 122444-04-6
rac-6-acetyl-7-<(5-bromopentyl)oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

: 122444-32-0
rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; acetone; for 5.5h; Heating;
DOI:10.1021/jm00128a028

Reference yield:

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 122444-32-0
rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 51.3 percent / pyrrolidine / toluene / 1.) room temperature, 1 h, 2.) reflux, 5 h

2: 63.7 percent / BF₃*Et₂O, BH₃*Me₂S / 1,2-dimethoxy-ethane / 4 h / ice-bath cooling

3: BF₃*Et₂O, Ac₂O / 21 h / 120 °C

4: p-toluenesulfonic acid monohydrate / 19 h / Heating

5: 93.1 percent / K₂CO₃ / acetonitrile / 22 h / Heating

6: 88.8 percent / K₂CO₃ / acetone; dimethylformamide / 5.5 h / Heating

With pyrrolidine; dimethylsulfide borane complex; boron trifluoride diethyl etherate; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/jm00128a028

Reference yield:

: 17159-79-4
ethyl 4-oxocyclohexane-1-carboxylate

: 122444-32-0
rac-6-acetyl-7-<<5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentyl>oxy>-3,4-dihydrospiro<2H-1-benzopyran-2,1'-cyclohexane>-4'-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 51.3 percent / pyrrolidine / toluene / 1.) room temperature, 1 h, 2.) reflux, 5 h

2: 63.7 percent / BF₃*Et₂O, BH₃*Me₂S / 1,2-dimethoxy-ethane / 4 h / ice-bath cooling

3: BF₃*Et₂O, Ac₂O / 21 h / 120 °C

4: p-toluenesulfonic acid monohydrate / 19 h / Heating

5: 93.1 percent / K₂CO₃ / acetonitrile / 22 h / Heating

6: 88.8 percent / K₂CO₃ / acetone; dimethylformamide / 5.5 h / Heating

With pyrrolidine; dimethylsulfide borane complex; boron trifluoride diethyl etherate; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/jm00128a028