(R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone

Base Information

Chemical Name:(R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone
CAS No.:118111-41-4
Molecular Formula:C₁₉H₂₆N₂O₅
Molecular Weight:364.41
Hs Code.:

Synonyms:(R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone

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Chemical Property of (R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone

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Technology Process of (R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone

There total 4 articles about (R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone 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: 68.2%

: 118331-94-5
(2S,3R)-<2,3-2H2>homoserine lactone hydrobromide

: 118111-40-3
(2R)-(+)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanine N-hydroxysuccinimide ester

: 118111-41-4
(R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone

Guidance literature:: With triethylamine; In dichloromethane; a.) 5 deg C, 8 h, b.) RT, 48 h;
DOI:10.1021/jo00263a004

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 118111-41-4
(R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone

Guidance literature:: Multi-step reaction with 3 steps

1: 66.8 percent / NaCO₃ / dioxane; H₂O / a.) 5 deg C, 3 h, b.) RT, overnight

2: 86.3 percent / DCC / 1,2-dimethoxy-ethane / a.) 0 deg C, 4 h, b.) RT, 8 h

3: 68.2 percent / triethylamine / CH₂Cl₂ / a.) 5 deg C, 8 h, b.) RT, 48 h

With triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1021/jo00263a004

Reference yield:

: 17350-84-4
(R)-2-amino-2-methyl-3-phenylpropanoic acid

: 118111-41-4
(R)-N-<(1,1-dimethylethyl)oxycarbonyl>-2-methyl-3-phenylalanyl-(2S,3R)-<2,3-2H2>-2-amino-4-butyrolactone

Guidance literature:: Multi-step reaction with 3 steps

1: 66.8 percent / NaCO₃ / dioxane; H₂O / a.) 5 deg C, 3 h, b.) RT, overnight

2: 86.3 percent / DCC / 1,2-dimethoxy-ethane / a.) 0 deg C, 4 h, b.) RT, 8 h

3: 68.2 percent / triethylamine / CH₂Cl₂ / a.) 5 deg C, 8 h, b.) RT, 48 h

With triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1021/jo00263a004