Benzamide, N-[(1S)-3-cyclohexyl-1-[[[(1R,2R)-1-[(5-fluoro-2,3-dihydro-1H-indol-1-yl) methyl]-2-(phenylmethoxy)propyl]amino]carbonyl]propyl]-3-methoxy-

Base Information

Chemical Name:Benzamide, N-[(1S)-3-cyclohexyl-1-[[[(1R,2R)-1-[(5-fluoro-2,3-dihydro-1H-indol-1-yl) methyl]-2-(phenylmethoxy)propyl]amino]carbonyl]propyl]-3-methoxy-
CAS No.:769963-66-8
Molecular Formula:C₃₇H₄₆FN₃O₄
Molecular Weight:615.788
Hs Code.:

Benzamide,
N-[(1S)-3-cyclohexyl-1-[[[(1R,2R)-1-[(5-fluoro-2,3-dihydro-1H-indol-1-yl)
methyl]-2-(phenylmethoxy)propyl]amino]carbonyl]propyl]-3-methoxy-

Synonyms:

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Chemical Property of Benzamide, N-[(1S)-3-cyclohexyl-1-[[[(1R,2R)-1-[(5-fluoro-2,3-dihydro-1H-indol-1-yl) methyl]-2-(phenylmethoxy)propyl]amino]carbonyl]propyl]-3-methoxy-

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Technology Process of Benzamide, N-[(1S)-3-cyclohexyl-1-[[[(1R,2R)-1-[(5-fluoro-2,3-dihydro-1H-indol-1-yl) methyl]-2-(phenylmethoxy)propyl]amino]carbonyl]propyl]-3-methoxy-

There total 5 articles about Benzamide, N-[(1S)-3-cyclohexyl-1-[[[(1R,2R)-1-[(5-fluoro-2,3-dihydro-1H-indol-1-yl) methyl]-2-(phenylmethoxy)propyl]amino]carbonyl]propyl]-3-methoxy- 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:

: 879219-19-9
[(1R,2R)-2-Benzyloxy-1-(5-fluoro-2,3-dihydro-indol-1-ylmethyl)-propyl]-carbamic acid tert-butyl ester

: 769963-66-8
N-{(S)-1-[(1R,2R)-2-Benzyloxy-1-(5-fluoro-2,3-dihydro-indol-1-ylmethyl)-propylcarbamoyl]-3-cyclohexyl-propyl}-3-methoxy-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂

2: HATU; DIEA / dimethylformamide

With 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; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.12.056

Reference yield:

: 15260-10-3
N-Boc-O-benzyl-L-threonine

: 769963-66-8
N-{(S)-1-[(1R,2R)-2-Benzyloxy-1-(5-fluoro-2,3-dihydro-indol-1-ylmethyl)-propylcarbamoyl]-3-cyclohexyl-propyl}-3-methoxy-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: iBuOCOCl; NMM / tetrahydrofuran / -10 °C

1.2: aq. NaBH₄ / tetrahydrofuran

2.1: Dess-Martin periodinane / CH₂Cl₂

3.1: NaBH₃CN; AcOH / dimethylformamide

4.1: TFA / CH₂Cl₂

5.1: HATU; DIEA / dimethylformamide

With 4-methyl-morpholine; sodium cyanoborohydride; Dess-Martin periodane; acetic acid; 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; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.12.056

Reference yield:

: 79069-63-9,133565-43-2
tert-butyl [(2R,3R)-3-(benzyloxy)-1-hydroxybutan-2-yl]carbamate

: 769963-66-8
N-{(S)-1-[(1R,2R)-2-Benzyloxy-1-(5-fluoro-2,3-dihydro-indol-1-ylmethyl)-propylcarbamoyl]-3-cyclohexyl-propyl}-3-methoxy-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodinane / CH₂Cl₂

2: NaBH₃CN; AcOH / dimethylformamide

3: TFA / CH₂Cl₂

4: HATU; DIEA / dimethylformamide

With sodium cyanoborohydride; Dess-Martin periodane; acetic acid; 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; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.12.056