benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate

Base Information

Chemical Name:benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate
CAS No.:312613-63-1
Molecular Formula:C₂₇H₃₅N₇O₇
Molecular Weight:569.618
Hs Code.:

Synonyms:benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate

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Chemical Property of benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate

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Technology Process of benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate

There total 5 articles about benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate 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: 81.0%

: 172405-20-8
2-(2-isobutyramido-6-oxo-1H-purin-9(6H)-yl)acetic acid

: 158663-62-8
N-((tert-butoxycarbonyl)-aminoethyl)glycine benzyl ester

: 312613-63-1
benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 31h;
DOI:10.1021/ja064317w

Reference yield:

: 4530-20-5
BOC-glycine

: 312613-63-1
benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / DMAP; triethylamine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH₂Cl₂ / 20 h / 0 - 20 °C

2: LiAlH₄ / tetrahydrofuran / 0.67 h / 0 °C

3: 319 mg / triethylamine; NaBH(OAc)3 / CH₂Cl₂ / 1.5 h

4: 81 percent / 1-hydroxybenztriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / dimethylformamide / 31 h / 0 - 20 °C

With dmap; lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja064317w

Reference yield:

: 89711-08-0
N-(t-butoxycarbonyl)glycinal

: 312613-63-1
benzyl N-[2-(tert-butoxycarbonyl)aminoethyl]-N-[[2-N-(isobutyryl)guanin-9-yl]acetyl]glycinate

Guidance literature:: Multi-step reaction with 2 steps

1: 319 mg / triethylamine; NaBH(OAc)3 / CH₂Cl₂ / 1.5 h

2: 81 percent / 1-hydroxybenztriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / dimethylformamide / 31 h / 0 - 20 °C

With sodium tris(acetoxy)borohydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja064317w