2,9-Decadienoic acid, 6,8-dihydroxy-2,8-dimethyl-5-[2-(phenylmethoxy)ethyl]-, ethyl ester, (2E,5R,6R)-

Base Information

Chemical Name:2,9-Decadienoic acid, 6,8-dihydroxy-2,8-dimethyl-5-[2-(phenylmethoxy)ethyl]-, ethyl ester, (2E,5R,6R)-
CAS No.:561063-75-0
Molecular Formula:C23H34O5
Molecular Weight:390.52
Hs Code.:

Synonyms:

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Chemical Property of 2,9-Decadienoic acid, 6,8-dihydroxy-2,8-dimethyl-5-[2-(phenylmethoxy)ethyl]-, ethyl ester, (2E,5R,6R)-

Chemical Property:

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Technology Process of 2,9-Decadienoic acid, 6,8-dihydroxy-2,8-dimethyl-5-[2-(phenylmethoxy)ethyl]-, ethyl ester, (2E,5R,6R)-

There total 13 articles about 2,9-Decadienoic acid, 6,8-dihydroxy-2,8-dimethyl-5-[2-(phenylmethoxy)ethyl]-, ethyl ester, (2E,5R,6R)- 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:

: 128355-20-4
(3R,4S)-3-tert-butyloxycarbonylmethyl-4-hydroxy-5-tetrahydropyranyloxypentanoic acid γ-lactone

: 561063-75-0
(E)-(5R,6R)-5-(2-Benzyloxy-ethyl)-6,8-dihydroxy-2,8-dimethyl-deca-2,9-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 87 percent / DIBALH / tetrahydrofuran / -78 °C

2.1: 99 percent / (+/-)-CSA / 50 °C

3.1: Et₃N; DMAP / dimethylformamide / 0 - 20 °C

4.1: LiAlH₄ / diethyl ether / 0 - 20 °C

5.1: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

6.1: TBAF / tetrahydrofuran / 20 °C

7.1: Et₃N / CH₂Cl₂ / 0 °C

8.1: NaI / acetone / Heating

9.1: BuLi / tetrahydrofuran / -78 - 20 °C

9.2: tetrahydrofuran / -78 - 20 °C

10.1: (+/-)-CSA / methanol; H₂O / 60 °C

11.1: 72 percent / diethyl ether / -78 °C

12.1: aq. AcOH / 60 °C

13.1: 1,2-dichloro-ethane / 80 °C

With dmap; lithium aluminium tetrahydride; n-butyllithium; 10-camphorsufonic acid; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 13.1: Wittig reaction;

Reference yield:

: 561063-79-4
[(2S,3R)-5-Hydroxy-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

: 561063-75-0
(E)-(5R,6R)-5-(2-Benzyloxy-ethyl)-6,8-dihydroxy-2,8-dimethyl-deca-2,9-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: 99 percent / (+/-)-CSA / 50 °C

2.1: Et₃N; DMAP / dimethylformamide / 0 - 20 °C

3.1: LiAlH₄ / diethyl ether / 0 - 20 °C

4.1: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

5.1: TBAF / tetrahydrofuran / 20 °C

6.1: Et₃N / CH₂Cl₂ / 0 °C

7.1: NaI / acetone / Heating

8.1: BuLi / tetrahydrofuran / -78 - 20 °C

8.2: tetrahydrofuran / -78 - 20 °C

9.1: (+/-)-CSA / methanol; H₂O / 60 °C

10.1: 72 percent / diethyl ether / -78 °C

11.1: aq. AcOH / 60 °C

12.1: 1,2-dichloro-ethane / 80 °C

With dmap; lithium aluminium tetrahydride; n-butyllithium; 10-camphorsufonic acid; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 12.1: Wittig reaction;

Reference yield:

: 561063-80-7
((2S,3R)-2-Hydroxymethyl-5-methoxy-tetrahydro-furan-3-yl)-acetic acid tert-butyl ester

: 561063-75-0
(E)-(5R,6R)-5-(2-Benzyloxy-ethyl)-6,8-dihydroxy-2,8-dimethyl-deca-2,9-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: Et₃N; DMAP / dimethylformamide / 0 - 20 °C

2.1: LiAlH₄ / diethyl ether / 0 - 20 °C

3.1: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

4.1: TBAF / tetrahydrofuran / 20 °C

5.1: Et₃N / CH₂Cl₂ / 0 °C

6.1: NaI / acetone / Heating

7.1: BuLi / tetrahydrofuran / -78 - 20 °C

7.2: tetrahydrofuran / -78 - 20 °C

8.1: (+/-)-CSA / methanol; H₂O / 60 °C

9.1: 72 percent / diethyl ether / -78 °C

10.1: aq. AcOH / 60 °C

11.1: 1,2-dichloro-ethane / 80 °C

With dmap; lithium aluminium tetrahydride; n-butyllithium; 10-camphorsufonic acid; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 11.1: Wittig reaction;