b-Alanine, N-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-N-[[6-[[(phenylmethoxy) carbonyl]amino]-9H-purin-9-yl]acetyl]-

Base Information

• Chemical Name: b-Alanine, N-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-N-[[6-[[(phenylmethoxy) carbonyl]amino]-9H-purin-9-yl]acetyl]-
• CAS No.: 171855-80-4
• Molecular Formula: C24H29N7O7
• Molecular Weight: 527.537
• Mol file: 171855-80-4.mol

Synonyms:

Chemical Property of b-Alanine, N-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-N-[[6-[[(phenylmethoxy) carbonyl]amino]-9H-purin-9-yl]acetyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of b-Alanine, N-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-N-[[6-[[(phenylmethoxy) carbonyl]amino]-9H-purin-9-yl]acetyl]-

There total 4 articles about b-Alanine, N-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-N-[[6-[[(phenylmethoxy) carbonyl]amino]-9H-purin-9-yl]acetyl]- 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: 95.0%

N-(N-tert-butyloxycarbonylaminomethyl)-N-(N9-benzyloxycarbonyladenin-9-ylacetyl)-β-alanine ethyl ester (171855-78-0) → N-(N-tert-butyloxycarbonylaminomethyl)-N-(N9-benzyloxycarbonyladenin-9-ylacetyl)-β-alanine (171855-80-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 1h; Ambient temperature;

DOI:10.1016/S0968-0896(98)00152-7

Reference yield:

[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid (149376-67-0) → N-(N-tert-butyloxycarbonylaminomethyl)-N-(N9-benzyloxycarbonyladenin-9-ylacetyl)-β-alanine (171855-80-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / HBTU, pyridine, N-diisopropylethylamine / dimethylformamide / 1 h / Ambient temperature

2: 1.) I,I-benzene, 2.) K₂CO₃ / 1,) CH₃CN, H₂O, room temperature, 20 h, 2.) dioxane, room temperature, 1 h

3: 95 percent / LiOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With pyridine; lithium hydroxide; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)00152-7

Reference yield:

N-(carbamoylmethyl)-N-(N6-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester (171855-77-9) → N-(N-tert-butyloxycarbonylaminomethyl)-N-(N9-benzyloxycarbonyladenin-9-ylacetyl)-β-alanine (171855-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) I,I-benzene, 2.) K₂CO₃ / 1,) CH₃CN, H₂O, room temperature, 20 h, 2.) dioxane, room temperature, 1 h

2: 95 percent / LiOH / tetrahydrofuran; H₂O / 1 h / Ambient temperature

With lithium hydroxide; potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; water;

DOI:10.1016/S0968-0896(98)00152-7

upstream raw materials:

N-(N-tert-butyloxycarbonylaminomethyl)-N-(N⁹-benzyloxycarbonyladenin-9-ylacetyl)-β-alanine ethyl ester

[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid

N-(carbamoylmethyl)-N-(N⁶-(benzyloxycarbonyl)adenin-9-ylacetyl)-β-alanine ethyl ester

Downstream raw materials:

3-{({3-[[2-(6-Benzyloxycarbonylamino-purin-9-yl)-acetyl]-(tert-butoxycarbonylamino-methyl)-amino]-propionylamino}-methyl)-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-propionic acid ethyl ester