11-deazahomofolic acid

Base Information

• Chemical Name: 11-deazahomofolic acid
• CAS No.: 119770-54-6
• Molecular Formula: C21H22 N6 O6
• Molecular Weight: 454.43598
• Mol file: 119770-54-6.mol

Synonyms:11-deazahomofolic acid

Chemical Property of 11-deazahomofolic acid

Chemical Property:

• PSA: 202.24000
• Density: 1.57g/cm³
• LogP: 1.25170

Purity/Quality:

N-[4-[3-(2-AMINO-1,4-DIHYDRO-4-OXO-6-PTERIDINYL)PROPYL]BENZOYL]-L-GLUTAMIC ACID(9CI) 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 11-deazahomofolic acid

There total 12 articles about 11-deazahomofolic 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: 50.0%

11-deazahomopteroic acid (31419-64-4) → 11-deazahomofolic acid (119770-54-6)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; In dimethyl sulfoxide; N,N-dimethyl-formamide; for 18h; solid phase coupling;

DOI:10.1021/jm00126a022

Reference yield:

4-carbomethoxyphenylacetaldehyde (106918-32-5) → 11-deazahomofolic acid (119770-54-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 54 percent / benzene / 40 h / Heating

2: H₂ / 5percent Pd/C / ethyl acetate / 18 h / 517.1 Torr

3: 92 percent / hydroxylamine hydrochloride, pyridine / methanol / 1 h / Heating

4: 80 percent / hydrazine / methanol / 48 h

5: 75 percent / methylmorpholine / methanol / 3 h / Heating

6: 1N HCl, TFA / 60 °C

8: 50 percent / N-methylmorpholine, isobutyl chloroformate / dimethylformamide; dimethylsulfoxide / 18 h / solid phase coupling

With 4-methyl-morpholine; 2-methylmorpholine; pyridine; hydrogenchloride; hydroxylamine hydrochloride; hydrogen; trifluoroacetic acid; hydrazine; isobutyl chloroformate; palladium on activated charcoal; In methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00126a022

Reference yield:

1-methoxy-2-(4-carbomethoxyphenyl)ethylene (106918-31-4) → 11-deazahomofolic acid (119770-54-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 86 percent / H₂O, conc. H₂SO₄ / tetrahydrofuran / 11 h / Heating

2: 54 percent / benzene / 40 h / Heating

3: H₂ / 5percent Pd/C / ethyl acetate / 18 h / 517.1 Torr

4: 92 percent / hydroxylamine hydrochloride, pyridine / methanol / 1 h / Heating

5: 80 percent / hydrazine / methanol / 48 h

6: 75 percent / methylmorpholine / methanol / 3 h / Heating

7: 1N HCl, TFA / 60 °C

9: 50 percent / N-methylmorpholine, isobutyl chloroformate / dimethylformamide; dimethylsulfoxide / 18 h / solid phase coupling

With 4-methyl-morpholine; 2-methylmorpholine; pyridine; hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; trifluoroacetic acid; hydrazine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00126a022

upstream raw materials:

11-deazahomopteroic acid

4-carbomethoxyphenylacetaldehyde

1-amino-5-(p-carbomethoxyphenyl)-2-pentanone oxime

5-(p-carbomethoxyphenyl)-2-hydroxy-1-phthalimidopentane

Downstream raw materials:

11-deaza-7,8-dihydrohomofolate

(6S)-11-deazatetrahydrohomofolate