N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

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Chemical Name:N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester
CAS No.:1138161-46-2
Molecular Formula:C₄₇H₇₂N₈O₁₀S
Molecular Weight:941.202
Hs Code.:

N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

Synonyms:N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

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Chemical Property of N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

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Technology Process of N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

There total 12 articles about N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl 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: 55.0%

: 1138161-62-2
N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(2-hydroxyethyl)imino-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

: 1138161-46-2
N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

Guidance literature:: With Jones reagent; In acetone; at 0 ℃; for 4h;
DOI:10.1002/anie.200804138

Reference yield:

: 1138161-59-7
N-{N'-tert-butoxycarbonyl-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

: 1138161-46-2
N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogenchloride / water; 1,4-dioxane

2: mercuric triflate; 2,6-dimethylpyridine / acetonitrile

3: hydrazine hydrate / ethanol / 70 °C

4: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane; N,N-dimethyl-formamide

5: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran

7: Jones reagent / acetone / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; Jones reagent; tetrabutyl ammonium fluoride; mercuric triflate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 7: |Jones Oxidation;
DOI:10.1021/acs.joc.8b00045

Reference yield:

: 1138161-41-7
N-{L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

: 1138161-46-2
N-{N-tert-butoxycarbonyl-[(3R)-3-methyl-L-prolinyl]-L-valinyl-[L-(carboxymethylimino)-tert-leucyl]-L-tert-leucyl-[(3S)-3-methyl-L-phenylalanyl]}-3-amino-3-(thiazol-2-yl)propanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: mercuric triflate; 2,6-dimethylpyridine / acetonitrile

2: hydrazine hydrate / ethanol / 70 °C

3: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane; N,N-dimethyl-formamide

4: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran

6: Jones reagent / acetone / 0 °C

With 2,6-dimethylpyridine; Jones reagent; tetrabutyl ammonium fluoride; mercuric triflate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; 6: |Jones Oxidation;
DOI:10.1021/acs.joc.8b00045