Carbamic acid, [(1S)-2-(methoxymethylamino)-1-(2-naphthalenylmethyl)-2-oxoethyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [(1S)-2-(methoxymethylamino)-1-(2-naphthalenylmethyl)-2-oxoethyl]-, 1,1-dimethylethyl ester
CAS No.:148745-15-7
Molecular Formula:C20H26N2O4
Molecular Weight:358.437
Hs Code.:

Synonyms:

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Chemical Property of Carbamic acid, [(1S)-2-(methoxymethylamino)-1-(2-naphthalenylmethyl)-2-oxoethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(1S)-2-(methoxymethylamino)-1-(2-naphthalenylmethyl)-2-oxoethyl]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(1S)-2-(methoxymethylamino)-1-(2-naphthalenylmethyl)-2-oxoethyl]-, 1,1-dimethylethyl ester 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:

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 56583-58-5,76985-10-9,58438-04-3
N-tert-butoxycarbonyl-3-(2-naphthyl)-L-alanine

: 148745-15-7
[1-(N,N-methoxymethylcarbamoyl)-2(S)-(2-naphthyl)ethyl]carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm050009h

Reference yield:

: 148745-15-7
[1-(N,N-methoxymethylcarbamoyl)-2(S)-(2-naphthyl)ethyl]carbamic acid tert-butyl ester

: cyclo(-D-Tyr-Arg-Arg-2-Nal-ψ[Ch2-NH]-Gly-)*3TFA

Guidance literature:: Multi-step reaction with 8 steps

1.1: DIBAL-H / toluene; CH₂Cl₂ / 4 h / -78 °C

2.1: 1,2-dichloro-ethane; dimethylformamide / 0.17 h / 4 °C

2.2: 3.2 g / NaBH(OAc)3 / 1,2-dichloro-ethane; dimethylformamide / 8 h / 4 - 20 °C

3.1: 60 percent / DIPEA / dimethylformamide / 8 h / 20 °C

4.1: TFA; anisole / 2 h / 20 °C

5.1: 94 percent / Et₃N / tetrahydrofuran; H₂O / 8 h / 20 °C

6.1: aq. HCl; isoamyl nitrite / dimethylformamide / -10 °C

6.2: DIPEA / dimethylformamide / -20 °C

7.1: 7.0 mg / thioanisole; bromotrimethylsilane; 1,2-ethanedithiol / 20 °C

With hydrogenchloride; trimethylsilyl bromide; methyl-phenyl-thioether; diisobutylaluminium hydride; ethane-1,2-dithiol; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; isopentyl nitrite; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm049429h

Reference yield:

: 148745-15-7
[1-(N,N-methoxymethylcarbamoyl)-2(S)-(2-naphthyl)ethyl]carbamic acid tert-butyl ester

: cyclo(-D-Tyr-Arg(Pbf)-Arg(Pbf)-2-Nal-ψ[(E)-CH=CH]-Gly-)

Guidance literature:: Multi-step reaction with 10 steps

1.1: DIBAL-H / toluene; CH₂Cl₂ / 4 h / -78 °C

2.1: tetrahydrofuran; CH₂Cl₂ / 6 h / -78 - 0 °C

3.1: 59 percent / pyridine / CHCl₃ / 6 h / 20 °C

4.1: O₃ / CH₂Cl₂ / -78 °C

4.2: Me₂S / CH₂Cl₂ / 0.5 h

5.1: DIPEA; LiCl / acetonitrile / 0.33 h / 0 °C

5.2: 2.1 g / acetonitrile / 8 h / 0 °C

6.1: 95 percent / SmI₂; t-BuOH / tetrahydrofuran / 1 h / 20 °C

7.1: TFA; anisole / 2 h / 20 °C

8.1: 1.61 g / Et₃N / tetrahydrofuran; H₂O / 8 h / 20 °C

9.1: aq. HCl; isoamyl nitrite / dimethylformamide / -10 °C

9.2: DIPEA / dimethylformamide / -20 °C

With pyridine; hydrogenchloride; samarium diiodide; diisobutylaluminium hydride; ozone; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; tert-butyl alcohol; isopentyl nitrite; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm049429h