(-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester

Base Information

• Chemical Name: (-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester
• CAS No.: 104267-09-6
• Molecular Formula: C₂₆H₃₄N₂O₆
• Molecular Weight: 470.566

Synonyms:(-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester

Chemical Property of (-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester

Chemical Property:

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Technology Process of (-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester

There total 7 articles about (-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl 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: 96.0%

lithium benzyloxide (15082-42-5) + (3(2S),4S)-3-(2-(N,N'-bis-(t-butoxycarbonyl)hydrazino)-3-phenyl-1-oxopropyl)-4-(phenylmethyl)-2-oxazolidinone (104266-94-6) → (-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester (104267-09-6)

Guidance literature:

In tetrahydrofuran; at -50 ℃; for 2h;

DOI:10.1021/ja00280a050

Reference yield: 88.0%

(-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid (104267-04-1) + benzyl alcohol (100-51-6,185532-71-2) → (-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester (104267-09-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In diethyl ether; at 20 ℃; for 8h;

DOI:10.1016/S0040-4020(00)00923-6

Reference yield:

di-tert-butyl-diazodicarboxylate (870-50-8) → (-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid benzyl ester (104267-09-6)

Guidance literature:

Multi-step reaction with 2 steps

2: tetrahydrofuran / 2 h / -50 °C

In tetrahydrofuran;

DOI:10.1021/ja00280a050

upstream raw materials:

lithium benzyloxide

(3(2S),4S)-3-(2-(N,N'-bis-(t-butoxycarbonyl)hydrazino)-3-phenyl-1-oxopropyl)-4-(phenylmethyl)-2-oxazolidinone

di-tert-butyl-diazodicarboxylate

(-)-2-(S)-(N,N'-bis(t-butoxycarbonyl)hydrazino)-3-phenylpropanoic acid

Downstream raw materials:

methyl 2(R)-2-<<(+)-2-methoxy-2-(trifluoromethyl)-2-phenylacetyl>amino>-3-phenylpropionate

2S-((+)-α-methoxy-α-trifluoromethylphenylacetylamino)-3-phenylpropionic acid, methyl ester

2S-(N,N'-bis-(t-butoxycarbonyl)hydrazino)-3-phenyl-1-propanoic acid, methyl ester

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