(S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone

Base Information

• Chemical Name: (S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone
• CAS No.: 138323-03-2
• Molecular Formula: C₁₅H₁₇N₃O₃
• Molecular Weight: 287.318
• Mol file: 138323-03-2.mol

Synonyms:(S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone

Chemical Property of (S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone

There total 2 articles about (S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone 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%

(S)-4-benzyl-3-<(S)-2-<1,2-bis(t-butoxycarbonyl)hydrazino>-5,5-dimethoxypentanoyl>-2-oxazolidinone (138323-02-1) → (S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone (138323-03-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1246/cl.1991.1953

Reference yield:

(R)-4-benzyl-3-(5,5-dimethoxypentanoyl)-2-oxazolidinone (138323-01-0) → (S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone (138323-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, CH₂Cl₂, -78 deg C, 3 min

2: 83 percent / TFA / CH₂Cl₂ / 1 h / Ambient temperature

With trifluoroacetic acid; lithium diisopropyl amide; In dichloromethane;

DOI:10.1246/bcsj.67.2151

Reference yield:

(S)-4-benzyl-3-<(S)-2,3,4,5-tetrahydro-3-pyridazinyl>-2-oxazolidinone (138323-03-2) → (S)-2-[2-((S)-2-{[(S)-2-((2S,3S)-2-Amino-3-benzyloxycarbonylamino-butyryl)-2,3,4,5-tetrahydro-pyridazine-3-carbonyl]-amino}-propionylamino)-3-methyl-but-2-enoylamino]-3-hydroxy-propionic acid benzyl ester; compound with trifluoro-acetic acid

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) dicyclohexylcarbodiimide, 2.) 4-dimethylaminopyridine / 1.) CH₂Cl₂, 0 deg C, 20 min, 2.) CH₂Cl₂, a) 0 deg C, 1 h, b) RT, 5 h

2: 89 percent / 30percent H₂O₂, 1 M LiOH / tetrahydrofuran; H₂O / 3 h / 0 °C

3: diphenylphosphinic azide, Et₃N / dimethylformamide / a) 0 deg C, 2 h, 2.) RT, overnight

4: CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; lithium hydroxide; diphenylphosphoranyl azide; dihydrogen peroxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.67.2151

upstream raw materials:

(S)-4-benzyl-3-<(S)-2-<1,2-bis(t-butoxycarbonyl)hydrazino>-5,5-dimethoxypentanoyl>-2-oxazolidinone

(R)-4-benzyl-3-(5,5-dimethoxypentanoyl)-2-oxazolidinone

Downstream raw materials:

(S)-4-benzyl-3-<(S)-2-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinylcarbonyl>-2-oxazolidinone

(S)-2-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinecarboxylic acid

Boc-Dab(Cbz)-Pya-Ala-ΔVal-Ser-OBzl

Boc-Dab(Cbz)-Pya-Abu-ΔVal-Ser-OBzl