5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine

Base Information

Chemical Name:5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine
CAS No.:1346627-77-7
Molecular Formula:C₂₂H₃₀N₁₀O₅
Molecular Weight:514.544
Hs Code.:

Synonyms:5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine

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Chemical Property of 5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine

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Technology Process of 5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine

There total 4 articles about 5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine 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:

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

: 1346627-77-7
5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine

Guidance literature:: Multi-step reaction with 3 steps

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

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

3.1: trifluoroacetic acid / water / 20 °C

3.2: Amberlyst IRA-400(Cl-)

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

Reference yield:

: 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

: 1346627-77-7
5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine

Guidance literature:: 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; With trifluoroacetic acid; In water; at 20 ℃;

In water;
DOI:10.1039/c1ob06100c

Reference yield:

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

: 1346627-77-7
5'-[[(3S)-3-amino-3-carboxypropyl][(4-guanidinophenyl)methyl]amino]-5'-deoxyadenosine

Guidance literature:: Multi-step reaction with 3 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

3.1: trifluoroacetic acid / water / 20 °C

3.2: Amberlyst IRA-400(Cl-)

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