6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester

Base Information

• Chemical Name: 6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester
• CAS No.: 913625-15-7
• Molecular Formula: C₃₁H₄₃N₉O₆
• Molecular Weight: 637.739
• Mol file: 913625-15-7.mol

Synonyms:6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester

Chemical Property of 6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester

There total 6 articles about 6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester 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: 65.0%

6-aminohexanoic acid tert-butyl ester (5514-98-7) + (S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid 1-methyl ester (66147-29-3) → 6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester (913625-15-7)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2006.06.034

Reference yield:

N-methyl-p-aminobenzoic acid (10541-83-0,937737-33-2) → 6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester (913625-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 53 percent / dicyclohexylcarbodiimide; ethyldiisopropylamine / CH₂Cl₂ / 20 °C

2: 75 percent / N,N-dimethyl-acetamide / 6 h / 55 °C

3: 76 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

4: 65 percent / (benzotriazol-1-yl-oxy)tripyrrolidinophosphonium PF₆; ethyldiisopropylamine / CH₂Cl₂; dimethylformamide / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.06.034

Reference yield:

L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0) → 6-(4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid tert-butyl ester (913625-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 53 percent / dicyclohexylcarbodiimide; ethyldiisopropylamine / CH₂Cl₂ / 20 °C

2: 75 percent / N,N-dimethyl-acetamide / 6 h / 55 °C

3: 76 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

4: 65 percent / (benzotriazol-1-yl-oxy)tripyrrolidinophosphonium PF₆; ethyldiisopropylamine / CH₂Cl₂; dimethylformamide / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.06.034

upstream raw materials:

6-aminohexanoic acid tert-butyl ester

(S)-2-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanedioic acid 1-methyl ester

N-methyl-p-aminobenzoic acid

L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride

Downstream raw materials:

2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-(5-{2-[3,4,5-triacetoxy-6-(4,5,6-triacetoxy-2-acetoxymethyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethylsulfanyl]-ethylcarbamoyl}-pentylcarbamoyl)-butyric acid methyl ester

C₅₃H₇₁FN₁₀O₂₀S

6-((S)-4-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-4-methoxycarbonyl-butyrylamino)-hexanoic acid