11-deaza-7,8-dihydrohomofolate

Base Information

• Chemical Name: 11-deaza-7,8-dihydrohomofolate
• CAS No.: 119770-56-8
• Molecular Formula: C₂₁H₂₄N₆O₆
• Molecular Weight: 456.458
• Mol file: 119770-56-8.mol

Synonyms:11-deaza-7,8-dihydrohomofolate

Chemical Property of 11-deaza-7,8-dihydrohomofolate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11-deaza-7,8-dihydrohomofolate

There total 13 articles about 11-deaza-7,8-dihydrohomofolate 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:

4-carbomethoxyphenylacetaldehyde (106918-32-5) → 11-deaza-7,8-dihydrohomofolate (119770-56-8)

Guidance literature:

Multi-step reaction with 9 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

9: 60 percent Chromat_. / H₂ / PtO₂ / 2.5 h / 760 Torr / pH 7.0

With 4-methyl-morpholine; 2-methylmorpholine; pyridine; hydrogenchloride; hydroxylamine hydrochloride; hydrogen; trifluoroacetic acid; hydrazine; isobutyl chloroformate; platinum(IV) oxide; 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-deaza-7,8-dihydrohomofolate (119770-56-8)

Guidance literature:

Multi-step reaction with 10 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

10: 60 percent Chromat_. / H₂ / PtO₂ / 2.5 h / 760 Torr / pH 7.0

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

DOI:10.1021/jm00126a022

Reference yield:

methyl 4-formylbenzoate (1571-08-0) → 11-deaza-7,8-dihydrohomofolate (119770-56-8)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) NaOMe / 1.) MeOH, r.t., 30 min, 2.) C₆H₆, a) reflux, 3 h, b) r.t., 18 h

2: 86 percent / H₂O, conc. H₂SO₄ / tetrahydrofuran / 11 h / Heating

3: 54 percent / benzene / 40 h / Heating

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

5: 92 percent / hydroxylamine hydrochloride, pyridine / methanol / 1 h / Heating

6: 80 percent / hydrazine / methanol / 48 h

7: 75 percent / methylmorpholine / methanol / 3 h / Heating

8: 1N HCl, TFA / 60 °C

10: 50 percent / N-methylmorpholine, isobutyl chloroformate / dimethylformamide; dimethylsulfoxide / 18 h / solid phase coupling

11: 60 percent Chromat_. / H₂ / PtO₂ / 2.5 h / 760 Torr / pH 7.0

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

DOI:10.1021/jm00126a022

upstream raw materials:

11-deazahomofolic acid

4-carbomethoxyphenylacetaldehyde

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

11-deazahomopteroic acid