(4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

Base Information

Chemical Name:(4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate
CAS No.:1312103-59-5
Molecular Formula:C₂₈H₄₂O₅
Molecular Weight:458.638
Hs Code.:

Synonyms:(4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

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Technology Process of (4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

There total 15 articles about (4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate 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: 96.0%

: 1312103-68-6
(4S,5S)-5-(benzyloxy)undec-1-en-4-ol

: 140923-78-0
(4S-trans)-5-ethenyl-2,2-dimethyl-1,3-dioxolane-4-propanoic acid

: 1312103-59-5
(4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2011.03.102

Reference yield:

: 1268616-18-7
(2S,3R,4R)-3-(benzyloxy)-4-(methoxymethoxy)hept-6-ene-1,2-diol

: 1312103-59-5
(4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium periodate / water; acetonitrile / 1 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

2.2: 0 °C

3.1: dmap / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: copper(I) bromide / tetrahydrofuran / 0.25 h / 0 °C

4.2: 4 h / 0 - 20 °C

5.1: pyridinium p-toluenesulfonate / methanol / 12 h / Reflux

6.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C

With dmap; sodium tetrahydroborate; sodium periodate; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; copper(I) bromide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2011.03.102

Reference yield:

: C₂₂H₂₈O₆S

: 1312103-59-5
(4R,5R)-5-(benzyloxy)undec-1-en-4-yl 3-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(I) bromide / tetrahydrofuran / 0.25 h / 0 °C

1.2: 4 h / 0 - 20 °C

2.1: pyridinium p-toluenesulfonate / methanol / 12 h / Reflux

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 20 °C

With dmap; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; copper(I) bromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2011.03.102