14-Pentadecyn-7-ol, 15-[(4S,5S)-2,2-dimethyl-5-(phenylmethoxy)-1,3-dioxan-4-yl]-

Base Information

Chemical Name:14-Pentadecyn-7-ol, 15-[(4S,5S)-2,2-dimethyl-5-(phenylmethoxy)-1,3-dioxan-4-yl]-
CAS No.:189246-57-9
Molecular Formula:C28H44O4
Molecular Weight:444.655
Hs Code.:

Synonyms:

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Chemical Property of 14-Pentadecyn-7-ol, 15-[(4S,5S)-2,2-dimethyl-5-(phenylmethoxy)-1,3-dioxan-4-yl]-

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Technology Process of 14-Pentadecyn-7-ol, 15-[(4S,5S)-2,2-dimethyl-5-(phenylmethoxy)-1,3-dioxan-4-yl]-

There total 18 articles about 14-Pentadecyn-7-ol, 15-[(4S,5S)-2,2-dimethyl-5-(phenylmethoxy)-1,3-dioxan-4-yl]- 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: 100.0%

: 189246-56-8
(4R,5S,9'RS)-5-benzyloxy-2,2-dimethyl-4-(9'-trimethylsiloxypentadec-1'-ynyl)-1,3-dioxane

: 189246-57-9
(4S,5S,9'RS)-5-benzyloxy-2,2-dimethyl-4-(9'-trimethylsiloxypentadec-1'-ynyl)-1,3-dioxane

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/ja9730829

Reference yield:

: 189246-52-4
(3RS)-ethyl-3-hydroxynonanethioate

: 189246-57-9
(4S,5S,9'RS)-5-benzyloxy-2,2-dimethyl-4-(9'-trimethylsiloxypentadec-1'-ynyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 10 steps

1: diisopropylethylamine / CH₂Cl₂ / 10 h / 0 - 20 °C

2: LAH / tetrahydrofuran / 1.5 h / 0 - 20 °C

3: CBr₄; Ph₃P / CH₂Cl₂ / 0.5 h / 0 °C

4: n-BuLi; HMPA / tetrahydrofuran; hexane / 4.5 h / -78 - 0 °C

5: H₂ / Pd/C / ethanol / 20 h / 760 Torr

6: CBr₄; Ph₃P / CH₂Cl₂ / 0.5 h / 0 °C

7: 100 percent / HCl / methanol / 3 h / 50 °C

8: 97 percent / Et₃N / CH₂Cl₂ / 0.25 h / 0 - 20 °C

9: 89 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / 10.5 h / -78 - 0 °C

10: 100 percent / TBAF / tetrahydrofuran / 1.5 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; 1: Etherification / 2: Reduction / 3: Bromination / 4: Addition / 5: Reduction / 6: Bromination / 7: Elimination / 8: Etherification / 9: Addition / 10: Elimination;
DOI:10.1016/S0040-4020(98)00484-0

Reference yield:

: 1-bromo-3-(methoxymethoxy)nonane

: 189246-57-9
(4S,5S,9'RS)-5-benzyloxy-2,2-dimethyl-4-(9'-trimethylsiloxypentadec-1'-ynyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 7 steps

1: n-BuLi; HMPA / tetrahydrofuran; hexane / 4.5 h / -78 - 0 °C

2: H₂ / Pd/C / ethanol / 20 h / 760 Torr

3: CBr₄; Ph₃P / CH₂Cl₂ / 0.5 h / 0 °C

4: 100 percent / HCl / methanol / 3 h / 50 °C

5: 97 percent / Et₃N / CH₂Cl₂ / 0.25 h / 0 - 20 °C

6: 89 percent / n-BuLi; HMPA / tetrahydrofuran; hexane / 10.5 h / -78 - 0 °C

7: 100 percent / TBAF / tetrahydrofuran / 1.5 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; carbon tetrabromide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; 1: Addition / 2: Reduction / 3: Bromination / 4: Elimination / 5: Etherification / 6: Addition / 7: Elimination;
DOI:10.1016/S0040-4020(98)00484-0