(4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

Base Information

Chemical Name:(4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane
CAS No.:216860-81-0
Molecular Formula:C₁₈H₂₅NO₆S
Molecular Weight:383.466
Hs Code.:

Synonyms:(4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

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Chemical Property of (4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

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Technology Process of (4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

There total 1 articles about (4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane 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:

: 5927-18-4
trimethyl phosphonoacetate

: 216860-80-9
N-[(4R,5R)-2,2-Dimethyl-4-(3-oxo-propyl)-[1,3]dioxan-5-yl]-benzenesulfonamide

: 216860-82-1
(4R,5R,Z)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

: 216860-81-0
(4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: trimethyl phosphonoacetate; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 0 ℃; for 6.25h;

N-[(4R,5R)-2,2-Dimethyl-4-(3-oxo-propyl)-[1,3]dioxan-5-yl]-benzenesulfonamide; In tetrahydrofuran; toluene; at -78 - 0 ℃; for 17.5h;
DOI:10.1021/jo980592s

Reference yield: 75.0%

: 216860-81-0
(4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

: 216860-84-3
(2R,3R,6R)-6-(methoxycarbonylmethyl)-3-hydroxy-2-hydroxymethyl-1-phenylsulfonylpiperidine acetonide

Guidance literature:: With sodium hydride; In 1,2-dimethoxyethane; at 50 - 55 ℃; for 60h;
DOI:10.1021/jo980592s

Reference yield:

: 216860-81-0
(4R,5R,E)-5-[(phenylsulfonyl)amino]-4-(4-methoxycarbonyl-3-butenyl)-2,2-dimethyl-1,3-dioxane

: 216860-98-9
(2R,3R,6R,7R)-3-tert-butyldimethylsilyloxy-2-(p-nitrobenzyloxycarbonyl)-7-ethyl-8-oxo-1-azabicyclo[4.2.0]octane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 75 percent / NaH / 1,2-dimethoxy-ethane / 60 h / 50 - 55 °C

2.1: conc. HCl / methanol / 14 h / 20 °C

3.1: 0.62 g / 2,6-lutidine / CH₂Cl₂ / 2 h / -10 °C

4.1: 86 percent / tetraethylammonium bromide; 4-phenylphenol / acetonitrile / 26 h / Electrolysis

5.1: 99 percent / LiOH*H₂O / methanol; H₂O / 12 h / 0 - 20 °C

6.1: 90 percent / 2-chloro-1-methylpyridinium triflate; N,N-diisopropylethylamine / acetonitrile / 16.25 h / 20 - 70 °C

7.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

7.2: 88 percent / tetrahydrofuran; hexane / 3.5 h / -78 °C

8.1: 96 percent / p-TsOH / tetrahydrofuran; H₂O / 37.5 h / 20 °C

9.1: 110 mg / NaIO₄ / RuCl₃*3H₂O / acetonitrile; CCl₄; H₂O / 3 h / 20 °C

10.1: 84 mg / N,N-diisopropylethylamine / dimethylformamide / 24 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; sodium periodate; n-butyllithium; 4-Phenylphenol; tetraethylammonium bromide; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; N-ethyl-N,N-diisopropylamine; N-methyl-2-chloropyridinium trifluoromethanesulfonate; ruthenium trichloride; In tetrahydrofuran; methanol; tetrachloromethane; 1,2-dimethoxyethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Cyclization / 2.1: Hydrolysis / 3.1: silylation / 4.1: Reduction / 5.1: Hydrolysis / 6.1: Cyclization / 7.1: Metallation / 7.2: Alkylation / 8.1: Hydrolysis / 9.1: Oxidation / 10.1: Esterification;
DOI:10.1021/jo980592s