N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

Base Information

Chemical Name:N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide
CAS No.:169226-80-6
Molecular Formula:C₂₉H₄₀N₂O₅
Molecular Weight:496.647
Hs Code.:

N-<(2R)-2-<tert-butoxycarbonyl)methyl>-6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

Synonyms:N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

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Chemical Property of N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

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Technology Process of N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

There total 8 articles about N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide 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: 85.0%

: 162439-40-9
(2R)-2-(tert-butoxycarbonylmethyl)-6-(phenylmethoxy)-hexanoic acid

: L-phenylalanine N-methylamide TFA salt

: 169226-80-6
N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at -10 - 20 ℃; for 3h;
DOI:10.1021/jm00014a010

Reference yield:

: 629-11-8
1,6-hexanediol

: 169226-80-6
N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, 3.) pyridinium dichromate

2: 90 percent / oxalyl chloride, DMF / CH₂Cl₂ / 0 - 20 °C

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, from -78 deg C to RT

4: 1.) diisopropylamine, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT

5: 86 percent / H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / Ambient temperature

6: 85 percent / diethyl cyanophosphonate, Et₃N / dimethylformamide / 3 h / -10 - 20 °C

With lithium hydroxide; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; diethyl cyanophosphonate; dihydrogen peroxide; sodium hydride; triethylamine; diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00014a010

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 169226-80-6
N-<(2R)-2--6-(phenylmethoxy)hexanoyl>-L-phenylalanine N-methylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) diisopropylamine, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT

2: 86 percent / H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / Ambient temperature

3: 85 percent / diethyl cyanophosphonate, Et₃N / dimethylformamide / 3 h / -10 - 20 °C

With lithium hydroxide; n-butyllithium; diethyl cyanophosphonate; dihydrogen peroxide; triethylamine; diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00014a010