3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester

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Chemical Name:3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester
CAS No.:329005-55-2
Molecular Formula:C₂₅H₃₅NO₆
Molecular Weight:445.556
Hs Code.:

Synonyms:3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester

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Chemical Property of 3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester

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Technology Process of 3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester

There total 7 articles about 3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester 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: 36.0%

: 329005-54-1
allyl 3-[3-(4-methoxyphenyl)oxaziridin-2-yl]-6-(2-pent-4-enyl[1,3]dioxolan-2-yl)hexanoate

: N-(11-oxo-1,4,12-trioxaspiro[4.13]octadec-14-en-9-yl)-4-methoxybenzamide

: 329005-55-2
3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 22h;
DOI:10.1021/ol000361j

Reference yield:

: 106225-68-7
5-oxo-9-decenal

: 329005-55-2
3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 83 percent / CH₂Cl₂ / 1 h / 20 °C

2.1: 85 percent / HN₃; Et₃N / benzene / 27 h / Heating

3.1: 99 percent / trimethylsilyltriflate / CH₂Cl₂ / -78 - 20 °C

4.1: PPh₃ / tetrahydrofuran / 24 h / Heating

4.2: tetrahydrofuran / 32 h / Heating

5.1: 29 mg / 3-chloroperoxibenzoic acid / CH₂Cl₂ / 1 h / -78 - 20 °C

6.1: 7 percent / bis(tricyclohexylphosphine)benzylidene ruthenium chloride / CH₂Cl₂ / 22 h / 20 °C

With tris-(2-chloro-ethyl)-amine; trimethylsilyl trifluoromethanesulfonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; benzene; 1.1: Wittig reaction / 4.1: Staudinger reaction / 4.2: aza-Wittig condensation;
DOI:10.1021/ol000361j

Reference yield:

: 104127-76-6
allyl (triphenylphosphoranylidene)acetate

: 329005-55-2
3-(4-methoxy-benzoylamino)-6-(2-pent-4-enyl-[1,3]dioxolan-2-yl)-hexanoic acid allyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 83 percent / CH₂Cl₂ / 1 h / 20 °C

2.1: 85 percent / HN₃; Et₃N / benzene / 27 h / Heating

3.1: 99 percent / trimethylsilyltriflate / CH₂Cl₂ / -78 - 20 °C

4.1: PPh₃ / tetrahydrofuran / 24 h / Heating

4.2: tetrahydrofuran / 32 h / Heating

5.1: 29 mg / 3-chloroperoxibenzoic acid / CH₂Cl₂ / 1 h / -78 - 20 °C

6.1: 7 percent / bis(tricyclohexylphosphine)benzylidene ruthenium chloride / CH₂Cl₂ / 22 h / 20 °C

With tris-(2-chloro-ethyl)-amine; trimethylsilyl trifluoromethanesulfonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; benzene; 1.1: Wittig reaction / 4.1: Staudinger reaction / 4.2: aza-Wittig condensation;
DOI:10.1021/ol000361j