{(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
CAS No.:856165-43-0
Molecular Formula:C₂₂H₂₆FN₃O₆
Molecular Weight:447.463
Hs Code.:

Synonyms:{(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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Chemical Property of {(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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Technology Process of {(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

There total 1 articles about {(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl 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: 98.0%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: (1R)-1-(4'-fluoro-3'-nitro)phenyl-2-amino-ethanol hydrochloride

: 856165-43-0
{(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 17h;
DOI:10.1002/chem.200401070

Reference yield:

: 856165-43-0
{(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

: 856165-47-4
[(S)-1-((3S,7S,10S,14R)-10-Benzyl-14-hydroxy-8,11-dioxo-2-oxa-6,9,12-triaza-tricyclo[13.2.2.0^3,7]nonadeca-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-6-carbonyl)-2-methyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: aq. HCl / acetonitrile / 1 h / 20 °C

2: 6.75 g / Et₃N; HOBT; EDCI / dimethylformamide / 17 h / 20 °C

3: 415 mg / TBAF; 3 Angstroem molecular sieves / dimethylsulfoxide; tetrahydrofuran / 20 h / 60 °C

4: H₂ / Pd/C / ethyl acetate; methanol / 2.5 h / 20 °C

5: aq. H₃PO₂; NaNO₂; Cu₂O / SnCl₂ / tetrahydrofuran / 4 h / 0 - 20 °C

6: 78 percent / H₂ / Pd/C / methanol / 24 h / 20 °C

7: 96 percent / DIEA; HATU / dimethylformamide / 17 h / 20 °C

With copper(I) oxide; hydrogenchloride; 3 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; hypophosphorous acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium nitrite; palladium on activated charcoal; tin(ll) chloride; In tetrahydrofuran; methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.200401070

Reference yield:

: 856165-43-0
{(S)-1-[(R)-2-(4-Fluoro-3-nitro-phenyl)-2-hydroxy-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

: mauritine B

Guidance literature:: Multi-step reaction with 13 steps

1.1: aq. HCl / acetonitrile / 1 h / 20 °C

2.1: 6.75 g / Et₃N; HOBT; EDCI / dimethylformamide / 17 h / 20 °C

3.1: 415 mg / TBAF; 3 Angstroem molecular sieves / dimethylsulfoxide; tetrahydrofuran / 20 h / 60 °C

4.1: H₂ / Pd/C / ethyl acetate; methanol / 2.5 h / 20 °C

5.1: aq. H₃PO₂; NaNO₂; Cu₂O / SnCl₂ / tetrahydrofuran / 4 h / 0 - 20 °C

6.1: 78 percent / H₂ / Pd/C / methanol / 24 h / 20 °C

7.1: 96 percent / DIEA; HATU / dimethylformamide / 17 h / 20 °C

8.1: Et₃N / CH₂Cl₂ / 1 h / -15 °C

9.1: NaBH₄ / ethanol / 0 °C

9.2: ethanol / 2 h / 80 °C

10.1: aq. H₂O₂; pyridine / CH₂Cl₂ / 1 h / 0 °C

11.1: 90.4 mg / CH₂Cl₂ / 4 h / 20 °C

12.1: TFA / CH₂Cl₂ / 1.33 h / 0 - 20 °C

13.1: 26.7 mg / DIEA; HATU / dimethylformamide / 2 h / 20 °C

With pyridine; copper(I) oxide; hydrogenchloride; sodium tetrahydroborate; 3 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; hypophosphorous acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium nitrite; palladium on activated charcoal; tin(ll) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.200401070