5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

Base Information

Chemical Name:5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine
CAS No.:1346627-84-6
Molecular Formula:C₄₄H₆₆N₁₀O₁₁
Molecular Weight:911.068
Hs Code.:

5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

Synonyms:5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

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Chemical Property of 5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

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Technology Process of 5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

There total 4 articles about 5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine 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: 71.0%

: 1227195-11-0
(S)-tert-butyl 4-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)amino)-2-((tert-butoxycarbonyl)amino)butanoate

: 421552-72-9
1-[4-(formyl)phenyl]-2,3-bis-(tert-butoxycarbonyl)guanidine

: 1346627-84-6
5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

Guidance literature:: With sodium tris(acetoxy)borohydride; magnesium sulfate; In 1,2-dichloro-ethane; at 20 ℃; Inert atmosphere;
DOI:10.1039/c1ob06100c

Reference yield:

: 21950-36-7
5'-amino-5'-deoxy-2',3'-O-isopropylideneadenosine

: 1346627-84-6
5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

2: sodium tris(acetoxy)borohydride; magnesium sulfate / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; magnesium sulfate; In 1,2-dichloro-ethane;
DOI:10.1039/c1ob06100c

Reference yield:

: 405075-80-1
1-[4-(hydroxymethyl)phenyl]-2,3-bis-(tert-butoxycarbonyl)guanidine

: 1346627-84-6
5'-deoxy-5'-[[(3S)-4-(tert-butoxy)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxobutyl][[4-[2,3-bis(tert-butoxycarbonyl)]guanidinophenyl]methyl]amino]-2',3'-O-(1-methylethylidene)adenosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: sodium tris(acetoxy)borohydride; magnesium sulfate / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

With oxalyl dichloride; sodium tris(acetoxy)borohydride; magnesium sulfate; dimethyl sulfoxide; In dichloromethane; 1,2-dichloro-ethane; 1.1: Swern oxidation / 1.2: Swern oxidation;
DOI:10.1039/c1ob06100c