{(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

Base Information

Chemical Name:{(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester
CAS No.:211756-71-7
Molecular Formula:C₂₈H₃₆N₄O₅
Molecular Weight:508.618
Hs Code.:

Synonyms:{(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

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Chemical Property of {(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

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Technology Process of {(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

There total 5 articles about {(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl 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: 89.0%

: 211756-70-6
(S)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-4-cyano-butyric acid methyl ester

: 211756-71-7
{(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; Ambient temperature;
DOI:10.1021/jm980071x

Reference yield:

: 13726-85-7
Boc-Gln-OH

: 211756-71-7
{(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / ethyl acetate; methanol / 1.) 0 deg C, 5 min, 2.) RT, 20 min

2: 67 percent / POCl₃, pyridine / 12 h / Ambient temperature

3: TFA / CH₂Cl₂ / 1 h / 0 - 20 °C

4: PyBOP, diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature

5: 89 percent / LiCl, NaBH₄ / tetrahydrofuran; ethanol / Ambient temperature

With pyridine; sodium tetrahydroborate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm980071x

Reference yield:

: 4976-88-9
(S)-methyl 5-amino-2-(tert-butoxycarbonylamino)-5-oxopentanoate

: 211756-71-7
{(S)-1-[(S)-1-((S)-3-Cyano-1-hydroxymethyl-propylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / POCl₃, pyridine / 12 h / Ambient temperature

2: TFA / CH₂Cl₂ / 1 h / 0 - 20 °C

3: PyBOP, diisopropylethylamine / dimethylformamide / 12 h / Ambient temperature

4: 89 percent / LiCl, NaBH₄ / tetrahydrofuran; ethanol / Ambient temperature

With pyridine; sodium tetrahydroborate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm980071x