2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester

Base Information

Chemical Name:2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester
CAS No.:308277-55-6
Molecular Formula:C₂₅H₂₉N₃O₈
Molecular Weight:499.521
Hs Code.:

Synonyms:2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester

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Chemical Property of 2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester

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Technology Process of 2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester

There total 3 articles about 2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic 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: 75.0%

: 13139-27-0
L-α-N-Cbz-alaninamide

: 308277-51-2
(S)-2-(2-methoxycarbonyl-2-diazoacetylamino)-3-phenylpropanoic acid methyl ester

: 308277-55-6
2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester

Guidance literature:: dirhodium tetraacetate; In chloroform; at 65 ℃; for 24h;
DOI:10.1002/1099-0690(200009)2000:18<3217::AID-EJOC3217>3.0.CO;2-#

Reference yield:

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 308277-55-6
2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 4-methylmorpholine / CH₂Cl₂ / 12 h / -15 - 20 °C

2: 80 percent / 4-acetamidobenzenesulfonyl azide; Et₃N / benzene / 50 h / 20 °C

3: 75 percent / Rh₂(OAc)4 / CHCl₃ / 24 h / 65 °C

With 4-methyl-morpholine; 4-acetamidobenzenesulfonyl azide; triethylamine; dirhodium tetraacetate; In dichloromethane; chloroform; benzene; 1: Acylation / 2: Diazotization / 3: Substitution;
DOI:10.1002/1099-0690(200009)2000:18<3217::AID-EJOC3217>3.0.CO;2-#

Reference yield:

: 308277-48-7
3-((1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-3-oxopropionic acid methyl ester

: 308277-55-6
2-[(S)-2-(benzyloxycarbonylamino)propanoylamino]-N-[(S)-1-(methoxycarbonyl)-2-phenylethyl]malonamic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / 4-acetamidobenzenesulfonyl azide; Et₃N / benzene / 50 h / 20 °C

2: 75 percent / Rh₂(OAc)4 / CHCl₃ / 24 h / 65 °C

With 4-acetamidobenzenesulfonyl azide; triethylamine; dirhodium tetraacetate; In chloroform; benzene; 1: Diazotization / 2: Substitution;
DOI:10.1002/1099-0690(200009)2000:18<3217::AID-EJOC3217>3.0.CO;2-#