tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

Base Information

Chemical Name:tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate
CAS No.:185563-82-0
Molecular Formula:C₃₃H₄₅N₅O₈
Molecular Weight:639.749
Hs Code.:

tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

Synonyms:tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

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Chemical Property of tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

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Technology Process of tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

There total 7 articles about tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate 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: 83.0%

: 77215-55-5
tert-butyl 2-N-carbobenzoxy-(S)-2,3-diaminopropionate

: 185563-81-9
5-[4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl]isoxazoline-3-carboxylic acid

: 185563-82-0
tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

Guidance literature:: With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;
DOI:10.1021/jm9900321

Reference yield:

: 504-29-0
2-aminopyridine

: 185563-82-0
tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / sodium triacetoxyborohydride / CH₂Cl₂ / 4 h / 20 °C

2: 81 percent / DMAP

3: 99 percent / aq. LiOH / tetrahydrofuran / 0.75 h

4: 83 percent / N-methylmorpholine; BOP / dimethylformamide / 48 h / 20 °C

With 4-methyl-morpholine; dmap; lithium hydroxide; sodium tris(acetoxy)borohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: reductive amination / 2: Acylation / 3: Hydrolysis / 4: Condensation;
DOI:10.1021/jm9900321

Reference yield:

: 821-41-0
5-Hexen-1-ol

: 185563-82-0
tert-butyl 2(S)-benzyloxycarbonylamino-3-[5-(4-(N-(pyridin-2-yl)-N-(tert-butyloxycarbonyl)amino)butyl)-isoxazolin-3-ylcarbonyl]aminopropionate

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / aq. NaHCO₃ / tetrahydrofuran / 0 - 20 °C

2: oxalyl chloride; DMSO / CH₂Cl₂

3: 70 percent / sodium triacetoxyborohydride / CH₂Cl₂ / 4 h / 20 °C

4: 81 percent / DMAP

5: 99 percent / aq. LiOH / tetrahydrofuran / 0.75 h

6: 83 percent / N-methylmorpholine; BOP / dimethylformamide / 48 h / 20 °C

With 4-methyl-morpholine; dmap; lithium hydroxide; oxalyl dichloride; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: cyclocondensation / 2: Oxidation / 3: reductive amination / 4: Acylation / 5: Hydrolysis / 6: Condensation;
DOI:10.1021/jm9900321