(5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane

Base Information

• Chemical Name: (5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane
• CAS No.: 387823-69-0
• Molecular Formula: C₂₃H₃₀N₂O₅
• Molecular Weight: 414.502

Synonyms:(5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane

Chemical Property of (5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane

Chemical Property:

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Technology Process of (5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane

There total 1 articles about (5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane 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: 47.0%

2-oxo-propionic acid (127-17-3) + (5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1,7-diazaspiro[4.4]nonane trifluoroacetate → (5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane (387823-69-0)

Guidance literature:

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm040788m

Reference yield:

(5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane (387823-69-0) → (hydroxyisovaleric acid)-[(5R)-7-[(1R)-1-carbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane7-9]aplidine

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd/C / methanol / 1 h / 20 °C / 760 Torr

2: 72 percent / HATU; HOAt; NMM / CH₂Cl₂; dimethylformamide / 16 h / -5 - 20 °C

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; hydrogen; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm040788m

Reference yield:

(5R)-7-[(1R)-1-benzyloxycarbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane (387823-69-0) → [(5R)-7-[(1R)-1-carbonyl-3-methylbutyl]-6-oxo-1-pyruvyl-1,7-diazaspiro[4.4]nonane7-9]aplidine

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd/C / methanol / 1 h / 20 °C / 760 Torr

2: 63 percent / HATU; HOAt; NMM / CH₂Cl₂; dimethylformamide / 16 h / -5 - 20 °C

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; hydrogen; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm040788m

upstream raw materials:

2-oxo-propionic acid

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