L-Proline, N-[(4S)-4-[[(3S,4R,5S)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[[(1,1- dimethylethyl)dimethylsilyl]oxy]-5-methyl-1-oxoheptyl]oxy]-2,5-dimethyl-1 ,3-dioxohexyl]-L-leucyl-, phenylmethyl ester

Base Information

Chemical Name:L-Proline, N-[(4S)-4-[[(3S,4R,5S)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[[(1,1- dimethylethyl)dimethylsilyl]oxy]-5-methyl-1-oxoheptyl]oxy]-2,5-dimethyl-1 ,3-dioxohexyl]-L-leucyl-, phenylmethyl ester
CAS No.:185461-73-8
Molecular Formula:C45H75N3O10Si
Molecular Weight:846.19
Hs Code.:
Mol file:185461-73-8.mol

L-Proline,
N-[(4S)-4-[[(3S,4R,5S)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[[(1,1-
dimethylethyl)dimethylsilyl]oxy]-5-methyl-1-oxoheptyl]oxy]-2,5-dimethyl-1
,3-dioxohexyl]-L-leucyl-, phenylmethyl ester

Synonyms:

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Chemical Property of L-Proline, N-[(4S)-4-[[(3S,4R,5S)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[[(1,1- dimethylethyl)dimethylsilyl]oxy]-5-methyl-1-oxoheptyl]oxy]-2,5-dimethyl-1 ,3-dioxohexyl]-L-leucyl-, phenylmethyl ester

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Technology Process of L-Proline, N-[(4S)-4-[[(3S,4R,5S)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[[(1,1- dimethylethyl)dimethylsilyl]oxy]-5-methyl-1-oxoheptyl]oxy]-2,5-dimethyl-1 ,3-dioxohexyl]-L-leucyl-, phenylmethyl ester

There total 4 articles about L-Proline, N-[(4S)-4-[[(3S,4R,5S)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[[(1,1- dimethylethyl)dimethylsilyl]oxy]-5-methyl-1-oxoheptyl]oxy]-2,5-dimethyl-1 ,3-dioxohexyl]-L-leucyl-, phenylmethyl 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: 84.0%

: 110720-45-1
(3S,4R,5S)-4-(tert-butoxycarbonylamino)-3-(tert-butyldimethylsiloxy)-5-methylheptanoic acid

: 185518-64-3
(S)-1-[(S)-2-((S)-4-Hydroxy-2,5-dimethyl-3-oxo-hexanoylamino)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

: 185461-73-8
(S)-1-((S)-2-{(S)-4-[(3S,4R,5S)-4-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-heptanoyloxy]-2,5-dimethyl-3-oxo-hexanoylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; 1.) -10 - -5 deg C, 3 h, 2.) 4 deg C , 12 h;
DOI:10.1021/jo961932h

Reference yield:

: 185515-75-7
(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,5-dimethyl-3-oxo-hexanoic acid benzyl ester

: 185461-73-8
(S)-1-((S)-2-{(S)-4-[(3S,4R,5S)-4-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-heptanoyloxy]-2,5-dimethyl-3-oxo-hexanoylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C / tetrahydrofuran / 2 h / 760 Torr / Ambient temperature

2: 1-hydroxybenzotriazole, N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide, N,N-diisopropylethylamine / tetrahydrofuran / 1.) -5 deg C, 3 h, 2.) room temperature, 16 h

3: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

4: 84 percent / DCC, DMAP / CH₂Cl₂ / 1.) -10 - -5 deg C, 3 h, 2.) 4 deg C , 12 h

With dmap; N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961932h

Reference yield:

: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,5-dimethyl-3-oxo-hexanoic acid

: 185461-73-8
(S)-1-((S)-2-{(S)-4-[(3S,4R,5S)-4-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-methyl-heptanoyloxy]-2,5-dimethyl-3-oxo-hexanoylamino}-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole, N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide, N,N-diisopropylethylamine / tetrahydrofuran / 1.) -5 deg C, 3 h, 2.) room temperature, 16 h

2: 97 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

3: 84 percent / DCC, DMAP / CH₂Cl₂ / 1.) -10 - -5 deg C, 3 h, 2.) 4 deg C , 12 h

With dmap; N-<(1H-benzotriazol-1-yl)(dimethylamino)methylene>-N-methylmethanaminium hexafluorophosphate N-oxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo961932h