3-Pyridazinecarboxylicacid,hexahydro-,methylester,(3S)-(9CI)

Base Information

• Chemical Name: 3-Pyridazinecarboxylicacid,hexahydro-,methylester,(3S)-(9CI)
• CAS No.: 138323-07-6
• Molecular Formula: C6H12N2O2
• Molecular Weight: 144.173
• Mol file: 138323-07-6.mol

Synonyms:3-Pyridazinecarboxylicacid,hexahydro-,methylester,(3S)-(9CI);Hexahydropyridazine-3-carboxylic acid methyl ester;Hexahydropyridazine-3-carboxylic acid methyl ester trifluoroacetate salt

Chemical Property of 3-Pyridazinecarboxylicacid,hexahydro-,methylester,(3S)-(9CI)

Chemical Property:

• PSA: 50.36000
• LogP: 0.07360

Purity/Quality:

95-99% ^*data from raw suppliers

(3S)-1,2-Diazinane-3-carboxylicacidmethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Pyridazinecarboxylicacid,hexahydro-,methylester,(3S)-(9CI)

There total 4 articles about 3-Pyridazinecarboxylicacid,hexahydro-,methylester,(3S)-(9CI) 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: 100.0%

(S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester 3-methyl ester (222556-21-0,174497-80-4) → methyl (S)-hexahydropyridazine-3-carboxylate (138323-07-6,503177-84-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1002/(SICI)1521-3773(19990816)38:16<2443::AID-ANIE2443>3.0.CO;2-B

Reference yield:

Methyl (3S)-2,3,4,5-tetrahydropyridazine-3-carboxylate (138323-06-5,193528-27-7) → methyl (S)-hexahydropyridazine-3-carboxylate (138323-07-6,503177-84-2)

Guidance literature:

With sodium cyanoborohydride; In methanol;

DOI:10.1246/cl.1991.1953

Reference yield:

methyl (S)-<1,2-bis(t-butoxycarbonyl)hydrazino>-5,5-dimethoxypentanoate (138323-05-4) → methyl (S)-hexahydropyridazine-3-carboxylate (138323-07-6,503177-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

2: NaBH₃CN / methanol / Ambient temperature

With sodium cyanoborohydride; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1246/bcsj.67.2151

upstream raw materials:

Methyl (3S)-2,3,4,5-tetrahydropyridazine-3-carboxylate

(S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester 3-methyl ester

methyl (S)-<1,2-bis(t-butoxycarbonyl)hydrazino>-5,5-dimethoxypentanoate

Downstream raw materials:

methyl (S)-1-benzyloxycarbonylhexahydropyridazine-3-carboxylate

hept-6-en-1-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid hex-5-enyl ester

(E)-(3S,6S,21S)-3-benzyl-6-isopropyl-19-oxa-1,4,7,25-tetraaza-bicyclo[19.3.1]-pentacos-13-ene-2,5,8,20-tetraone

Refernces

• 1、 Wagner,Cabrejas,Grossmith,Papageorgiou,Senia,Wagner,France,Nolan. "Synthesis of macrolide analogues of sanglifehrin by RCM: Unique reactivity of a Ruthenium carbene complex bearing an Imidazol-2-ylidene ligand". . p. 9255 - 9260. Retrieved 2007/10/03.
• 2、 Martin Cabrejas, Luisa M.,Rohrbach, Stefan,Wagner, Dieter,Kallen, Joerg,Zenke, Gerhard,Wagner, Juergen. "Macrolide analogues of the novel immunosuppressant sanglifehrin: New application of the ring-closing metathesis reaction". . p. 2443 - 2446. Retrieved 2007/10/03.