1,3(2H)-Pyridazinedicarboxylic acid, tetrahydro-, 1-(phenylmethyl) ester, (R)-

Base Information

• Chemical Name: 1,3(2H)-Pyridazinedicarboxylic acid, tetrahydro-, 1-(phenylmethyl) ester, (R)-
• CAS No.: 72150-21-1
• Molecular Formula: C13H16N2O4
• Molecular Weight: 264.281
• Mol file: 72150-21-1.mol

Synonyms:

Chemical Property of 1,3(2H)-Pyridazinedicarboxylic acid, tetrahydro-, 1-(phenylmethyl) ester, (R)-

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3(2H)-Pyridazinedicarboxylic acid, tetrahydro-, 1-(phenylmethyl) ester, (R)-

There total 1 articles about 1,3(2H)-Pyridazinedicarboxylic acid, tetrahydro-, 1-(phenylmethyl) ester, (R)- 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: 78.0%

benzyl chloroformate (501-53-1,94274-21-2) + (3R)-hexahydropyridazine-3-carboxylic acid trifluoroacetic acid → (Nδ-Cbz)-D-piperazic acid (72150-21-1)

Guidance literature:

With sodium hydroxide; In toluene; at 0 ℃;

DOI:10.1016/S0040-4039(00)78375-4

Reference yield: 76.0%

(Nδ-Cbz)-D-piperazic acid (72150-21-1) + allyl bromide (106-95-6) → (R)-allyl benzyl piperazine-1,3-dicarboxylate (1210802-40-6)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1021/ol100135a

Reference yield:

(Nδ-Cbz)-D-piperazic acid (72150-21-1) → cyclo-

Guidance literature:

Multi-step reaction with 12 steps

1: CH₂Cl₂ / 0.5 h / Ambient temperature

2: 1.) N,N-diisopropylethylamine (DIEA) / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, 0 deg C, 1.5 h

3: 88 percent / H₂ / 10percent Pd/C / aq. ethanol / 11 h / 1292.9 Torr

4: pyridine / CH₂Cl₂ / 0.42 h / Ambient temperature

5: pyridine, tert-butyl hypochlorite / CH₂Cl₂ / 1 h / -24 °C

6: 86 percent / benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

7: diethylamine / acetonitrile / Ambient temperature

8: benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluoropfosphate (BOP reagent), N,N-diisopropylethylamine (DIEA) / acetonitrile / Ambient temperature

9: diethylamine / acetonitrile / Ambient temperature

10: hydrazine / methanol / 2 h / Ambient temperature

11: 1.) 5N HCl, 2.) isoamyl nitrite, 3.) DIEA

12: 98percent aq. formic acid / 1 h / Ambient temperature

With pyridine; hydrogenchloride; formic acid; tert-butylhypochlorite; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; hydrazine; isopentyl nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm00099a019

upstream raw materials:

benzyl chloroformate

Downstream raw materials:

cyclo-

cyclo-δ-Boc)Orn-D-(N-Me)Phe-L-Pro>

Fmoc-L-Ile-D-(N^δ-Cbz)Piz-OH

H-L-Ile-D-Δ-Piz-L-(N^δ-Boc)Orn-D-(N-Me)Phe-L-Pro-OCH2Ph