benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Base Information

Chemical Name:benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate
CAS No.:1621581-65-4
Molecular Formula:C₂₂H₂₈N₄O₇
Molecular Weight:460.487
Hs Code.:

Synonyms:benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

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Chemical Property of benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

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Technology Process of benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

There total 8 articles about benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate 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: 38.1%

: 1621581-59-6
2-(5-((benzyloxy)carbonyl)-1-oxo-2,5-diazaspiro[3.4]octan-2-yl)acetic acid

: 1621581-72-3
(2R,3S)-3,4-diamino-4-oxobutan-2-yl acetate

: 1621581-65-4
benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; Time;

Reference yield:

: 61350-60-5,61350-62-7,89705-40-8,106709-50-6
(S)-benzyloxycarbonyl-proline acid chloride

: 1621581-65-4
benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate; triethylamine / dichloromethane / 16.75 h / -40 - 20 °C

2.1: ammonium cerium (IV) nitrate; water / acetonitrile / 1 h / 0 - 20 °C

3.1: caesium carbonate / acetonitrile / 16 h / 20 °C

4.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 2 h / 20 °C

4.2: pH Ca_. 2

5.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

With ammonium cerium (IV) nitrate; lithium hydroxide monohydrate; boron trifluoride diethyl etherate; water; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: benzyl 2-(4-methoxybenzyl)-1-oxo-2,5-diazaspiro[3.4]-octane-5-carboxylate

: 1621581-65-4
benzyl 2-(2-(((2S,3R)-3-acetoxy-1-amino-1-oxobutan-2-yl)amino)-2-oxoethyl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonium cerium (IV) nitrate; water / acetonitrile / 1 h / 0 - 20 °C

2.1: caesium carbonate / acetonitrile / 16 h / 20 °C

3.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 2 h / 20 °C

3.2: pH Ca_. 2

4.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 16 h / 0 - 20 °C

With ammonium cerium (IV) nitrate; lithium hydroxide monohydrate; water; caesium carbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;