Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester

Base Information

Chemical Name:Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester
CAS No.:92214-85-2
Molecular Formula:C₃₂H₄₄O₃
Molecular Weight:476.7
Hs Code.:

Synonyms:Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester

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Chemical Property of Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester

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Technology Process of Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester

There total 9 articles about Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl 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:

: 92214-84-1
Methanesulfonic acid (5E,9E)-(1S,13R,14R)-6,10-dimethyl-2-methylene-13-(5-methyl-1-methylene-hex-4-enyl)-14-trimethylsilanyloxy-cyclotetradeca-5,9-dienyl ester

: 65-85-0,8013-63-6
benzoic acid

: 92214-85-2
Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In N,N-dimethyl-formamide; at 70 ℃; for 12h; Yield given;
DOI:10.1016/S0040-4039(01)81349-6

Reference yield:

: 64284-94-2
(2E,6E,10E)-14-(1-Chloro-1,5-dimethyl-hex-4-enyl)-3,7,11-trimethyl-cyclotetradeca-2,6,10-trienone

: 92214-85-2
Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 2) AlH₃ / 1) dehydrochlorination 2) diethylether, -78 deg C

2: t-BuOOH, VO(acac)2 / benzene / 7 °C / overnight

3: CrO₃*Py₂ / CH₂Cl₂ / Ambient temperature

4: LiAlH(OBu^t)3

5: Ti(OPrⁱ)4 / benzene / 70 °C / overnight

6: Et₃N / CH₂Cl₂ / -78 - 20 °C

7: Et₃N / DMAP

8: DBU / NaI / dimethylformamide / 12 h / 70 °C

With aluminium hydride; titanium(IV) isopropylate; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; dipyridine chromium trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium tri-t-butoxyaluminum hydride; triethylamine; dmap; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(01)81349-6

Reference yield:

: 64284-93-1
(2E,6E,10E,14E)-3,7,11,15,19-Pentamethyl-icosa-2,6,10,14,18-pentaenoyl chloride

: 92214-85-2
Benzoic acid (1E,7E,11E)-(3R,4S)-3-hydroxy-7,11-dimethyl-4-(5-methyl-1-methylene-hex-4-enyl)-cyclotetradeca-1,7,11-trienylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: SnCl₄

2: 2) AlH₃ / 1) dehydrochlorination 2) diethylether, -78 deg C

3: t-BuOOH, VO(acac)2 / benzene / 7 °C / overnight

4: CrO₃*Py₂ / CH₂Cl₂ / Ambient temperature

5: LiAlH(OBu^t)3

6: Ti(OPrⁱ)4 / benzene / 70 °C / overnight

7: Et₃N / CH₂Cl₂ / -78 - 20 °C

8: Et₃N / DMAP

9: DBU / NaI / dimethylformamide / 12 h / 70 °C

With aluminium hydride; titanium(IV) isopropylate; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; tin(IV) chloride; dipyridine chromium trioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium tri-t-butoxyaluminum hydride; triethylamine; dmap; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(01)81349-6