5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine

Base Information

• Chemical Name: 5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine
• CAS No.: 128900-35-6
• Molecular Formula: C₅₁H₆₃N₇O₁₃
• Molecular Weight: 982.1
• Mol file: 128900-35-6.mol

Synonyms:5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine

Chemical Property of 5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine

There total 2 articles about 5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine 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: 68.0%

N,N-Bis<(2,2-Dimethylethoxy)carbonyl>histidin p-nitrophenyl ester + 5'-O-DMT-5-<3-<(2-aminoethyl)-amino>-3-oxopropyl>-2'-deoxyuridine (96203-41-7) → 5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine (128900-35-6)

Guidance literature:

With triethylamine; In dichloromethane; acetonitrile; 1) 15 min, ice bath 2) 3h, r.t.;

DOI:10.1021/jo00304a026

Reference yield:

Di-Boc-L-His dicyclohexylammonium salt → 5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine (128900-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) KHSO₄ 2) DCC / 1) water 2) EtOAc a) 30 min, 0 deg C b) 2h, r.t.

2: 68 percent / Et₃N / acetonitrile; CH₂Cl₂ / 1) 15 min, ice bath 2) 3h, r.t.

With potassium hydrogensulfate; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; acetonitrile;

DOI:10.1021/jo00304a026

Reference yield:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 5'-O--5-<3-<<2-<<2-<<(2,2-dimethylethoxy)carbonyl>amino>-3-<1-<(2,2-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>amino>ethyl>amino>-3-oxopropyl>2'-deoxyuridine (128900-35-6) → 5'-O--5-<3-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<1-(1,1-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>-amino>ethyl>amino>-3-oxopropyl>-2'-deoxyuridine 3'-O-(N,N-diisopropylamino)(β-cyanoethoxy)ph.. (132776-93-3,132776-99-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1. CH₃CN, RT, 20 min, 2. RT, 30 min.;

DOI:10.1021/jo00009a044

upstream raw materials:

5'-O-DMT-5-<3-<(2-aminoethyl)-amino>-3-oxopropyl>-2'-deoxyuridine

Downstream raw materials:

5'-O--5-<3-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<<1-(1,1-dimethylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>-amino>ethyl>amino>-3-oxopropyl>-2'-deoxyuridine 3'-O-(N,N-diisopropylamino)(β-cyanoethoxy)ph..

5'-O--5-<3-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-<1-<(1,1-di-methylethoxy)carbonyl>-1H-imidazol-4-yl>-1-oxopropyl>-amino>ethyl>amino>-3-oxopropyl>-2'-deoxyuridine 3'-(o-chlorophenyl phosphate) triethylamine