(R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate

Base Information

Chemical Name:(R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate
CAS No.:815584-68-0
Molecular Formula:C₂₆H₃₀N₂O₅
Molecular Weight:450.535
Hs Code.:

Synonyms:(R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate

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Chemical Property of (R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate

Chemical Property:

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Technology Process of (R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate

There total 7 articles about (R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate 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:

: (S)-2-(Benzyl-benzyloxycarbonyl-amino)-pent-4-enoic acid methyl ester

: 815584-68-0
(R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 0.82 g / aq. NaOH / methanol / 3 h

2: PyBOP; Et₃N / CH₂Cl₂ / 16 h / 20 °C

3: 0.89 g / pyridine / CH₂Cl₂ / 1 h

With pyridine; sodium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jo0485738

Reference yield:

: 16338-48-0
L-allylglycine

: 815584-68-0
(R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate

Guidance literature:: Multi-step reaction with 7 steps

1: SOCl₂ / 50 °C

2: Et₃N / methanol / 3 h

3: 1.58 g / NaBH₄ / methanol / 0.5 h / 0 °C

4: aq. Na₂CO₃ / ethyl acetate / 18 h / 20 °C

5: 0.82 g / aq. NaOH / methanol / 3 h

6: PyBOP; Et₃N / CH₂Cl₂ / 16 h / 20 °C

7: 0.89 g / pyridine / CH₂Cl₂ / 1 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; thionyl chloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium carbonate; triethylamine; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo0485738

Reference yield:

: 50299-15-5,70837-19-3,81136-73-4,105929-46-2
methyl (S)-allylglycinate

: 815584-68-0
(R)-2-((S)-2-(N-benzyl-N-benzyloxycarbonyl)aminopent-4-enamido)but-3-enyl acetate

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / methanol / 3 h

2: 1.58 g / NaBH₄ / methanol / 0.5 h / 0 °C

3: aq. Na₂CO₃ / ethyl acetate / 18 h / 20 °C

4: 0.82 g / aq. NaOH / methanol / 3 h

5: PyBOP; Et₃N / CH₂Cl₂ / 16 h / 20 °C

6: 0.89 g / pyridine / CH₂Cl₂ / 1 h

With pyridine; sodium hydroxide; sodium tetrahydroborate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium carbonate; triethylamine; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo0485738