methyl (5S)-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 (5S)-7-[(2R)-2-{(1E,3S)-3-(tert-butyldimethylsilyloxy)-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxo-1-pyrrolidinyl]-5-methylheptanoate
CAS No.:1369917-72-5
Molecular Formula:C₃₁H₅₁NO₅Si
Molecular Weight:545.835
Hs Code.:

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

There total 18 articles about methyl (5S)-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: 69.0%

: 1369917-67-8
methyl (5S)-7-iodo-5-methylheptanoate

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

: 1369917-72-5
methyl (5S)-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 ℃; for 0.5h; Inert atmosphere;

methyl (5S)-7-iodo-5-methylheptanoate; In N,N-dimethyl-formamide; mineral oil; at 50 ℃; for 2h; Inert atmosphere;
DOI:10.1248/cpb.59.1494

Reference yield:

: C₂₀H₃₆O₄SSi

: 1369917-72-5
methyl (5S)-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 7 steps

1.1: dimethyl sulfoxide / 0.5 h / 20 - 80 °C

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

3.1: water; potassium hydroxide / ethanol / 4 h / Reflux

4.1: diethyl ether

5.1: triethylamine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

6.1: sodium iodide / acetone / 6 h / 20 - 45 °C / Inert atmosphere

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

7.2: 2 h / 50 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; water; sodium hydride; triethylamine; sodium iodide; potassium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1248/cpb.59.1494

Reference yield:

: C₁₀H₂₀O₅S

: 1369917-72-5
methyl (5S)-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 2 steps

1.1: sodium iodide / acetone / 6 h / 20 - 45 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 2 h / 50 °C / Inert atmosphere

With sodium hydride; sodium iodide; In N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1248/cpb.59.1494