2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid

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Chemical Name:2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid
CAS No.:1340479-67-5
Molecular Formula:C₃₀H₄₃NO₆
Molecular Weight:513.675
Hs Code.:

Synonyms:2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid

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Chemical Property of 2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid

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Technology Process of 2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid

There total 15 articles about 2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid 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:

: 117653-52-8
diethyl (3-oxobutan-2-yl)phosphonate

: 756834-60-3
(2S)-2-methyl-4-{(2S,6R,8R,9S)-8-[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]-9-methyl-1,7-dioxaspiro[5.5]undecane}butanal

: 1340479-67-5
2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid

Guidance literature:: diethyl (3-oxobutan-2-yl)phosphonate; With barium hydroxide octahydrate; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere; Sonication;

(2S)-2-methyl-4-{(2S,6R,8R,9S)-8-[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]-9-methyl-1,7-dioxaspiro[5.5]undecane}butanal; In tetrahydrofuran; water; at 20 ℃; for 29h; Inert atmosphere;
DOI:10.1021/ol202483u

Reference yield:

: 136918-14-4,85-41-6
phthalimide

: 1340479-67-5
2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 36 h / 20 °C / 760.05 Torr / Sonication

3.1: 4-methylmorpholine N-oxide / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: barium hydroxide octahydrate / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere; Sonication

4.2: 29 h / 20 °C / Inert atmosphere

With barium hydroxide octahydrate; palladium 10% on activated carbon; hydrogen; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Mitsunobu reaction / 1.2: Mitsunobu reaction / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol202483u

Reference yield:

: 1269618-58-7
(3S,4R)-7-[(tert-butyldiphenyl)oxy]-3-methyl-hept-1-en-4-ol

: 1340479-67-5
2-({3-[(2R,3S,6S,8R)-3-methyl-8-[(3S,4E)-3,5-dimethyl-6-oxohept-4-en-1-yl]-1,7-dioxaspiro[5.5]undec-2-yl]propyl}carbamoyl)benzoic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 2 h / 80 °C / Inert atmosphere; Microwave irradiation

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h / 20 °C

3.1: camphor-10-sulfonic acid / dichloromethane / 2 h / 20 °C

4.1: diethyl ether; cyclohexane / 16 h / -20 °C / Inert atmosphere

5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 80 °C / Inert atmosphere; Microwave irradiation

5.2: 2 h / 20 °C / Inert atmosphere; Microwave irradiation

6.1: iron (III) chloride hexahydrate / dichloromethane; water / 4.5 h / 20 °C / Inert atmosphere

7.1: ozone / dichloromethane / -78 °C

7.2: -78 - 20 °C / Inert atmosphere

7.3: 20 °C / Inert atmosphere

8.1: 20 °C / Inert atmosphere

8.2: 0.67 h / 0 °C / Inert atmosphere

8.3: 4 h / 0 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 15 °C / Inert atmosphere

10.1: triphenylphosphine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

10.2: 2 h / 0 °C / Inert atmosphere

11.1: palladium 10% on activated carbon; hydrogen / ethanol / 36 h / 20 °C / 760.05 Torr / Sonication

12.1: 4-methylmorpholine N-oxide / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

12.2: 1 h / 20 °C / Inert atmosphere; Molecular sieve

13.1: barium hydroxide octahydrate / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere; Sonication

13.2: 29 h / 20 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; iron (III) chloride hexahydrate; barium hydroxide octahydrate; palladium 10% on activated carbon; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; ozone; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; cyclohexane; water; ethyl acetate; 8.2: Wittig reaction / 10.1: Mitsunobu reaction / 10.2: Mitsunobu reaction / 13.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol202483u