(R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate

Base Information

Chemical Name:(R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate
CAS No.:1333379-83-1
Molecular Formula:C₃₀H₄₃NO₄Si
Molecular Weight:509.761
Hs Code.:

Synonyms:(R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate

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Chemical Property of (R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate

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Technology Process of (R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate

There total 12 articles about (R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate 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: 99.0%

: (R)-5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoic acid

: 74-88-4
methyl iodide

: 1333379-83-1
(R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl acetamide; at 20 ℃; for 36h;
DOI:10.1021/ol303070k

Reference yield: 33.7%

: 1333379-82-0
(R)-5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoic acid

: 74-88-4
methyl iodide

: 1333379-83-1
(R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate

Guidance literature:: With sodium hydrogencarbonate; In ISOPROPYLAMIDE; at 20 ℃;

Reference yield:

: 169897-87-4
[4S]-4-benzyl-3-(4-benzyloxy-1-butanoyl)-2-oxazolidinone

: 1333379-83-1
(R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C

1.2: 20 °C

2.1: dihydrogen peroxide; lithium hydrochloride monohydrate / water; tetrahydrofuran / 0 - 20 °C

2.2: pH 5

3.1: sodium hydrogencarbonate / ISOPROPYLAMIDE / 20 °C

4.1: sec.-butyllithium / cyclohexane; tetrahydrofuran / 1.25 h / -40 °C / Inert atmosphere

4.2: 0.5 h / -78 °C / Inert atmosphere

4.3: -78 °C / Inert atmosphere

5.1: sodium hydrogencarbonate / ISOPROPYLAMIDE / 20 °C

With lithium hydrochloride monohydrate; dihydrogen peroxide; sec.-butyllithium; sodium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ISOPROPYLAMIDE; cyclohexane; water;