(E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one

Base Information

Chemical Name:(E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one
CAS No.:718620-98-5
Molecular Formula:C₂₉H₃₈O₆S
Molecular Weight:514.683
Hs Code.:

Synonyms:(E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one

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Chemical Property of (E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one

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Technology Process of (E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one

There total 6 articles about (E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one 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:

: 380579-43-1
(4-benzenesulfonyl-3,3-dimethyl-2-oxo-butyl)-phosphonic acid dimethyl ester

: [(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetaldehyde

: 718620-98-5
(E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one

Guidance literature:: (4-benzenesulfonyl-3,3-dimethyl-2-oxo-butyl)-phosphonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

[(4R,6R)-6-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetaldehyde; In tetrahydrofuran; toluene; at -78 - 20 ℃;
DOI:10.1021/jo0495081

Reference yield:

: 14002-80-3
Methyl 2,2-dimethyl-3-hydroxypropionate

: 718620-98-5
(E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 67 percent / pyridine; tributylphosphine / 20 h / 60 °C

2.1: 100 percent / Oxone / tetrahydrofuran; methanol; H₂O / 0 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

3.2: 65 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: NaH / tetrahydrofuran / 0 - 20 °C

4.2: 482 mg / toluene; tetrahydrofuran / -78 - 20 °C

With pyridine; Oxone; n-butyllithium; tributylphosphine; sodium hydride; In tetrahydrofuran; methanol; hexane; water; 4.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0495081

Reference yield:

: 38434-99-0
3-Benzenesulfonyl-2,2-dimethyl-propionic acid methyl ester

: 718620-98-5
(E)-1-Benzenesulfonyl-6-[(4S,6R)-6-((R)-1-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-2,2-dimethyl-hex-4-en-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 65 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: NaH / tetrahydrofuran / 0 - 20 °C

2.2: 482 mg / toluene; tetrahydrofuran / -78 - 20 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; 2.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0495081