(Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

Base Information

Chemical Name:(Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol
CAS No.:929006-79-1
Molecular Formula:C₂₄H₃₁NO₃
Molecular Weight:381.515
Hs Code.:

Synonyms:(Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

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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 (Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

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Technology Process of (Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

There total 8 articles about (Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol 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: 99.0%

: 929006-77-9
4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-yn-1-ol

: 929006-79-1
(Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In diethyl ether; ethanol; hexane; at 20 ℃; for 0.333333h; under 760 Torr;
DOI:10.1021/ol062804a

Reference yield:

: 929006-92-8
(2S,3S)-2-(dibenzylamino)hept-5-yne-1,3,7-triol

: 929006-79-1
(Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: CSA / acetone / 14 h / 50 °C

1.2: 80 percent / acetic acid / tetrahydrofuran; H₂O

2.1: 99 percent / quinoline; hydrogen / Lindlar catalyst / ethanol; diethyl ether; hexane / 0.33 h / 20 °C / 760 Torr

With quinoline; camphor-10-sulfonic acid; hydrogen; Lindlar's catalyst; In diethyl ether; ethanol; hexane; acetone;
DOI:10.1021/ol062804a

Reference yield:

: 800391-48-4
3-(tert-butyl-diphenyl-silanyloxy)-2-dibenzylamino-propionaldehyde

: 929006-79-1
(Z)-4-((4S,5S)-5-(dibenzylamino)-2,2-dimethyl-1,3-dioxan-4-yl)but-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -20 °C

2.2: 80 percent / BF₃*Et₂O / hexane; tetrahydrofuran / -78 - 20 °C

3.1: 82 percent / TBAF / tetrahydrofuran / 4 h / -20 °C

4.1: CSA / acetone / 14 h / 50 °C

4.2: 80 percent / acetic acid / tetrahydrofuran; H₂O

5.1: 99 percent / quinoline; hydrogen / Lindlar catalyst / ethanol; diethyl ether; hexane / 0.33 h / 20 °C / 760 Torr

With quinoline; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; ethanol; hexane; acetone;
DOI:10.1021/ol062804a