(S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate

Base Information

Chemical Name:(S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate
CAS No.:1388144-75-9
Molecular Formula:C₂₆H₃₈O₈
Molecular Weight:478.583
Hs Code.:

Synonyms:(S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate

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Chemical Property of (S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate

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Technology Process of (S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate

There total 11 articles about (S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate 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: 85.0%

: 2-ethenyl-6-hydroxy-4-methoxybenzoic acid

: 1388144-77-1
(R)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-ol

: 1388144-75-9
(S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; for 1h;
DOI:10.1016/j.tetasy.2012.05.017

Reference yield:

: 1388144-87-3
((R)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yloxy)(tert-butyl)diphenylsilane

: 1388144-75-9
(S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 1 h

With di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; toluene; 2: Mitsunobu reaction;
DOI:10.1016/j.tetasy.2012.05.017

Reference yield:

: 1388144-80-6
((R)-6-(4-methoxybenzyloxy)hexan-2-yloxy)(tert-butyl)diphenylsilane

: 1388144-75-9
(S)-5-((4R,5R)-5-((S)-1-(methoxymethoxy)but-3-enyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentan-2-yl 2-hydroxy-4-methoxy-6-vinylbenzoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

2.2: -78 - 20 °C

3.1: sodium hydride / diethyl ether; mineral oil / 0.17 h / -5 °C

3.2: 4 h / -5 - 20 °C

4.1: AD-mix-β; methanesulfonamide / water; tert-butyl alcohol

5.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C

7.1: titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol / dichloromethane / 72 h / -78 - -20 °C / Molecular sieve

7.2: 1 h

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C

10.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 1 h

With titanium(IV) isopropylate; oxalyl dichloride; methanesulfonamide; di-isopropyl azodicarboxylate; AD-mix-β; tetrabutyl ammonium fluoride; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; mineral oil; tert-butyl alcohol; 2.1: Swern oxidation / 2.2: Swern oxidation / 3.2: Horner-Wadsworth-Emmons olefination / 4.1: Sharpless dihydroxylation / 7.1: Keck allylation / 10.1: Mitsunobu reaction;
DOI:10.1016/j.tetasy.2012.05.017