N-{[(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 hydrochloride

Base Information

Chemical Name:N-{[(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 hydrochloride
CAS No.:1138161-47-3
Molecular Formula:C₄₂H₆₄N₈O₈S*ClH
Molecular Weight:877.546
Hs Code.:

N-{[(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 hydrochloride

Synonyms:N-{[(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 hydrochloride

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Chemical Property of N-{[(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 hydrochloride

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Technology Process of N-{[(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 hydrochloride

There total 13 articles about N-{[(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 hydrochloride 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: 100.0%

: 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

: 1138161-47-3
N-{[(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 hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; for 1h;
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

: 1138161-47-3
N-{[(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 hydrochloride

Guidance literature:: Multi-step reaction with 8 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

8: hydrogenchloride / water; 1,4-dioxane

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

: 1138161-47-3
N-{[(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 hydrochloride

Guidance literature:: Multi-step reaction with 7 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

7: hydrogenchloride / water; 1,4-dioxane

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; 6: |Jones Oxidation;
DOI:10.1021/acs.joc.8b00045