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

Base Information

• Chemical Name: (S)-2-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinecarboxylic acid
• CAS No.: 156174-02-6
• Molecular Formula: C₂₂H₃₀N₄O₇
• Molecular Weight: 462.503
• Mol file: 156174-02-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (S)-2-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinecarboxylic acid 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: 89.0%

(S)-4-benzyl-3-<(S)-2-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinylcarbonyl>-2-oxazolidinone (156174-01-5) → (S)-2-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinecarboxylic acid (156174-02-6)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 3h;

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-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinecarboxylic acid (156174-02-6)

Guidance literature:

Multi-step reaction with 2 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

With dmap; lithium hydroxide; dihydrogen peroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

DOI:10.1246/bcsj.67.2151

Reference yield:

(S)-4-benzyl-3-<(S)-2-<1,2-bis(t-butoxycarbonyl)hydrazino>-5,5-dimethoxypentanoyl>-2-oxazolidinone (138323-02-1) → (S)-2-<(2S,3S)-3-(benzyloxycarbonylamino)-2-(t-butoxycarbonylamino)butanoyl>-2,3,4,5-tetrahydro-3-pyridazinecarboxylic acid (156174-02-6)

Guidance literature:

Multi-step reaction with 3 steps

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

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

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

With dmap; lithium hydroxide; dihydrogen peroxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1246/bcsj.67.2151

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

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

Downstream raw materials:

Boc-Dab(Cbz)-Pya-Leu-ΔVal-Ser-OBzl

Boc-Dab(Cbz)-Pya-Nva-ΔVal-Ser-OBzl