methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

Base Information

Chemical Name:methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate
CAS No.:656241-36-0
Molecular Formula:C₂₀H₃₃NO₅
Molecular Weight:367.486
Hs Code.:

Synonyms:methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

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Chemical Property of methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

There total 11 articles about methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate 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%

: 656241-17-7
(2S,5R)-2,5-dihydro-3,6-dimethoxy-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

: 656241-36-0
methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

Guidance literature:: With hydrogenchloride; In water; acetonitrile;
DOI:10.1021/jo060296c

Reference yield:

: 172900-75-3
4-methoxy-3-(3-methoxypropoxy)benzaldehyde

: 656241-36-0
methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 96 percent / NaBH₄ / methanol / 1 h / 20 °C

2.1: 100 percent / Me₃SiBr / 0.17 h / 20 °C

3.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C

3.2: 86 percent / tetrahydrofuran / 18 h / 0 °C

4.1: 94 percent / H₂O₂; LiOH / tetrahydrofuran; H₂O / 3 h / 20 °C

5.1: NaBH₄ / tetrahydrofuran / 0.75 h / 20 °C

5.2: 90 percent / I₂ / tetrahydrofuran / 96 h / 20 °C

6.1: 97 percent / NBS; Ph₃P / CH₂Cl₂ / 18 h / 20 °C

7.1: BuLi / hexane / 0.5 h / -75 °C

7.2: 91 percent / tetrahydrofuran / 20 h / -75 - -20 °C

8.1: 90 percent / 1N HCl / acetonitrile / 1.5 h / 20 °C

With hydrogenchloride; lithium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; trimethylsilyl bromide; dihydrogen peroxide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetonitrile;
DOI:10.1002/hlca.200390235

Reference yield:

: 172900-71-9
(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid

: 656241-36-0
methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaBH₄ / tetrahydrofuran / 0.75 h / 20 °C

1.2: 90 percent / I₂ / tetrahydrofuran / 96 h / 20 °C

2.1: 97 percent / NBS; Ph₃P / CH₂Cl₂ / 18 h / 20 °C

3.1: BuLi / hexane / 0.5 h / -75 °C

3.2: 91 percent / tetrahydrofuran / 20 h / -75 - -20 °C

4.1: 90 percent / 1N HCl / acetonitrile / 1.5 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1002/hlca.200390235