benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate

Base Information

Chemical Name:benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate
CAS No.:623944-51-4
Molecular Formula:C₂₂H₂₇ClN₆O₄
Molecular Weight:474.947
Hs Code.:

Synonyms:benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate

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Technology Process of benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate

There total 2 articles about benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate 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: 47.0%

: 10310-21-1
2-Amino-6-chloropurin

: 623944-43-4
benzyl (S)-β-(tertbutoxycarbonylamino)-δ-bromopentanoate

: 623944-51-4
benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 144h;
DOI:10.1002/ejoc.200300269

Reference yield:

: (R)-5-(benzyloxy)-3-((tert-butoxycarbonyl)amino)-5-oxo-pentanoic acid

: 623944-51-4
benzyl (R)-β-(tert-butoxycarbonylamino)-δ-(2-amino-6-chloropurin-9-yl)pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / BH₃*THF / tetrahydrofuran / 5 h / -5 °C

2: 79 percent / CBr₄; PPh₃ / CH₂Cl₂ / 15 h / -20 - 20 °C

3: 47 percent / K₂CO₃; TBAI / dimethylformamide / 144 h / 20 °C

With borane-THF; carbon tetrabromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300269