N(alpha)-(5-deaza-5,6,7,8-tetrahydropteroyl)ornithine

Base Information

• Chemical Name: N(alpha)-(5-deaza-5,6,7,8-tetrahydropteroyl)ornithine
• CAS No.: 141397-59-3
• Molecular Formula: C20H27 N7 O4
• Molecular Weight: 429.47288
• Mol file: 141397-59-3.mol

Synonyms:Pyrido[2,3-d]pyrimidine,L-ornithine deriv.

Chemical Property of N(alpha)-(5-deaza-5,6,7,8-tetrahydropteroyl)ornithine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 188.25000
• Density: 1.56g/cm³
• LogP: 1.85370

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N(alpha)-(5-deaza-5,6,7,8-tetrahydropteroyl)ornithine

There total 17 articles about N(alpha)-(5-deaza-5,6,7,8-tetrahydropteroyl)ornithine 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:

2-acetamido-6-formyl-4(3H)-oxopyrido<2,3-d>pyrimidine (87373-56-6) → Nα-(5,6,7,8-tetrahydro-5-deazapteroyl)-L-ornithine (141397-59-3)

Guidance literature:

Multi-step reaction with 8 steps

1: acetic acid / 18 h / Ambient temperature

2: BH₃*NEt₃ / acetic acid / 0.5 h / 20 - 60 °C

3: 93 percent / H₂O / 1.5 h / 80 °C

4: 46 percent / H₂ / PtO₂*H₂O / trifluoroacetic acid / 18 h / 2280 Torr

5: Et₃N, i-BuOCOCl / dimethylformamide / 0.08 h / Ambient temperature

6: Et₃N, i-BuOCOCl / dimethylformamide

7: 30percent HBr / acetic acid / 0.75 h / Ambient temperature

8: 2N NaOH / 0.5 h / 80 °C

With sodium hydroxide; triethylamine-borane; hydrogen bromide; hydrogen; triethylamine; isobutyl chloroformate; platinum(IV) oxide; In water; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1021/jm00087a012

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → Nα-(5,6,7,8-tetrahydro-5-deazapteroyl)-L-ornithine (141397-59-3)

Guidance literature:

Multi-step reaction with 8 steps

1: acetic acid / 18 h / Ambient temperature

2: BH₃*NEt₃ / acetic acid / 0.5 h / 20 - 60 °C

3: 93 percent / H₂O / 1.5 h / 80 °C

4: 46 percent / H₂ / PtO₂*H₂O / trifluoroacetic acid / 18 h / 2280 Torr

5: Et₃N, i-BuOCOCl / dimethylformamide / 0.08 h / Ambient temperature

6: Et₃N, i-BuOCOCl / dimethylformamide

7: 30percent HBr / acetic acid / 0.75 h / Ambient temperature

8: 2N NaOH / 0.5 h / 80 °C

With sodium hydroxide; triethylamine-borane; hydrogen bromide; hydrogen; triethylamine; isobutyl chloroformate; platinum(IV) oxide; In water; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1021/jm00087a012

Reference yield:

N2-acetyl-5-deazapteroic acid (139347-09-4) → Nα-(5,6,7,8-tetrahydro-5-deazapteroyl)-L-ornithine (141397-59-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / H₂O / 1.5 h / 80 °C

2: 46 percent / H₂ / PtO₂*H₂O / trifluoroacetic acid / 18 h / 2280 Torr

3: Et₃N, i-BuOCOCl / dimethylformamide / 0.08 h / Ambient temperature

4: Et₃N, i-BuOCOCl / dimethylformamide

5: 30percent HBr / acetic acid / 0.75 h / Ambient temperature

6: 2N NaOH / 0.5 h / 80 °C

With sodium hydroxide; hydrogen bromide; hydrogen; triethylamine; isobutyl chloroformate; platinum(IV) oxide; In water; acetic acid; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1021/jm00087a012

upstream raw materials:

4-amino-benzoic acid butyl ester

2,4-Diamino-6-(carboxaldehyde)pyrido[2,3-d]pyrimidine

N^δ-(tert-butoxycarbonyl)-L-ornithine

5-deazapteroic acid