(E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

Base Information

Chemical Name:(E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide
CAS No.:181644-42-8
Molecular Formula:C₂₇H₄₃NO₅
Molecular Weight:461.642
Hs Code.:

Synonyms:(E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

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Chemical Property of (E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

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Technology Process of (E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

There total 6 articles about (E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide 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: 90.0%

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: (3E,8Z)-(5S,6R,7R)-9-Methoxy-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-nona-3,8-dienoic acid dimethylamide

: 181644-42-8
(E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

Guidance literature:: With pyridinium p-toluenesulfonate; In benzene; Heating;
DOI:10.1021/jo960531z

Reference yield:

: (E)-(S)-3-(Dimethyl-phenyl-silanyl)-4-methyl-hex-4-enoic acid dimethylamide

: 181644-42-8
(E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1) TiCl₄, 2) BCl₃ / 1), 2) PhMe

2: 88 percent / p-TsOH / benzene / Ambient temperature

3: 100 percent / DIBAL-H / CH₂Cl₂ / 15 h / -50 °C

4: DMSO, (COCl)2, Et₃N

5: LDA / tetrahydrofuran / 0 °C

6: 90 percent / PPTS / benzene / Heating

With oxalyl dichloride; pyridinium p-toluenesulfonate; boron trichloride; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jo960531z

Reference yield:

: 181644-41-7
(E)-(5S,6S,7R)-8-Hydroxy-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

: 181644-42-8
(E)-(5S,6R,7R)-8-(5,5-Dimethyl-[1,3]dioxan-2-yl)-6-(4-methoxy-benzyloxy)-4,5,7-trimethyl-oct-3-enoic acid dimethylamide

Guidance literature:: Multi-step reaction with 3 steps

1: DMSO, (COCl)2, Et₃N

2: LDA / tetrahydrofuran / 0 °C

3: 90 percent / PPTS / benzene / Heating

With oxalyl dichloride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; benzene;
DOI:10.1021/jo960531z