N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

Base Information

Chemical Name:N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide
CAS No.:246236-99-7
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

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Chemical Property of N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

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Technology Process of N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

There total 7 articles about N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide 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:

: 54777-65-0
4-acetamidobenzyl chloride

: 246236-99-7
N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / dimethylformamide / 0.17 h / 0 °C

1.2: 56 percent / dimethylformamide / 1 h

2.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

3.1: 625 mg / NaIO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

4.1: 82 percent / Sc(OTf)3 / CH₂Cl₂ / 1 h

5.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

6.1: NaIO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

6.2: aldolase antibody 38C₂ / aq. phosphate buffer / 168 h / pH 7.4

7.1: 18 mg / LiOH*H₂O / tetrahydrofuran / 2 h

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 1.1: Deprotonation / 1.2: Alkylation / 2.1: Dihydroxylation / 3.1: Periodate cleavage / 4.1: Alkylation / 5.1: Dihydroxylation / 6.1: Periodate cleavage / 6.2: Retro-aldolization; Resolution of racemate / 7.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ja991507g

Reference yield:

: 246237-05-8
N-[4-(2-oxopropoxymethyl)phenyl]acetamide

: 246236-99-7
N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / Sc(OTf)3 / CH₂Cl₂ / 1 h

2.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

3.1: NaIO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

3.2: aldolase antibody 38C₂ / aq. phosphate buffer / 168 h / pH 7.4

4.1: 18 mg / LiOH*H₂O / tetrahydrofuran / 2 h

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol; 1.1: Alkylation / 2.1: Dihydroxylation / 3.1: Periodate cleavage / 3.2: Retro-aldolization; Resolution of racemate / 4.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ja991507g

Reference yield:

: 246237-20-7
N-[4-(2-methylallyloxymethyl)phenyl]acetamide

: 246236-99-7
N-[4-((E)-(R)-2-Hydroxy-2-methyl-6-oxo-hept-4-enyloxymethyl)-phenyl]-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

2.1: 625 mg / NaIO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

3.1: 82 percent / Sc(OTf)3 / CH₂Cl₂ / 1 h

4.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

5.1: NaIO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 1 h

5.2: aldolase antibody 38C₂ / aq. phosphate buffer / 168 h / pH 7.4

6.1: 18 mg / LiOH*H₂O / tetrahydrofuran / 2 h

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol; 1.1: Dihydroxylation / 2.1: Periodate cleavage / 3.1: Alkylation / 4.1: Dihydroxylation / 5.1: Periodate cleavage / 5.2: Retro-aldolization; Resolution of racemate / 6.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ja991507g