methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate

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Chemical Name:methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate
CAS No.:1369917-74-7
Molecular Formula:C₃₁H₅₁NO₅Si
Molecular Weight:545.835
Hs Code.:

Synonyms:methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate

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Chemical Property of methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate

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Technology Process of methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate

There total 21 articles about methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate 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: 51.0%

: 1369917-68-9
methyl (5R)-7-iodo-5-methylheptanoate

: 1369917-65-6
(5R)-5-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-2-pyrrolidinone

: 1369917-74-7
methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate

Guidance literature:: (5R)-5-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-2-pyrrolidinone; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;

methyl (5R)-7-iodo-5-methylheptanoate; In N,N-dimethyl-formamide; mineral oil; at 50 ℃; Inert atmosphere;
DOI:10.1248/cpb.59.1494

Reference yield:

: 1369917-87-2
C₁₄H₃₂O₂Si

: 1369917-74-7
methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / ethyl acetate / 1 h / 0 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; mineral oil / 2 h / 20 °C / Inert atmosphere

4.2: 1 h / -20 - 0 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 120 h / 20 °C / Inert atmosphere

7.1: methanol; potassium carbonate / 20 °C / Inert atmosphere

8.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

9.1: sodium iodide / acetone / 2 h / 20 - 55 °C / Inert atmosphere

10.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

10.2: 50 °C / Inert atmosphere

With methanol; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sulfur trioxide pyridine complex; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil; 4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination / 6.1: Baeyer-Villiger oxidation;
DOI:10.1248/cpb.59.1494

Reference yield:

: 1369917-91-8
C₈H₁₆O₂

: 1369917-74-7
methyl (5R)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 2 h / 20 °C / Inert atmosphere

2.2: 1 h / -20 - 0 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 120 h / 20 °C / Inert atmosphere

5.1: methanol; potassium carbonate / 20 °C / Inert atmosphere

6.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

7.1: sodium iodide / acetone / 2 h / 20 - 55 °C / Inert atmosphere

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

8.2: 50 °C / Inert atmosphere

With methanol; palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination / 4.1: Baeyer-Villiger oxidation;
DOI:10.1248/cpb.59.1494