1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid

Base Information

• Chemical Name: 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid
• CAS No.: 86936-91-6
• Molecular Formula: C₂₀H₂₃N₇O₆*2ClH
• Molecular Weight: 530.368
• Mol file: 86936-91-6.mol

Synonyms:

Chemical Property of 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid

There total 4 articles about 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid 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:

(2S,3S,4R)-3-Azido-4,5-diacetoxy-tetrahydrofuran-2-carboxylic acid methyl ester (93219-03-5) → 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid (86936-91-6,86936-92-7)

Guidance literature:

Multi-step reaction with 4 steps

2: 0.5 N NaOH / 2.) Pd-black / 1.) room temperature, 30 min, 2.) hydrogenized at 3 atm

3: 56 percent / Et₃N / tetrahydrofuran; H₂O / 24 h

4: 1.) n-butylamine, 2.) dil. HCl / 2.) Pd-black / 2.) 3 atm

With hydrogenchloride; sodium hydroxide; N-butylamine; triethylamine; palladium; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(01)91235-3

Reference yield:

3-amino-1-(6-benzoylamino-9H-purin-9-yl)-1,3-dideoxy-β-D-ribofuranuronic acid (86937-06-6) → 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid (86936-91-6,86936-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / Et₃N / tetrahydrofuran; H₂O / 24 h

2: 1.) n-butylamine, 2.) dil. HCl / 2.) Pd-black / 2.) 3 atm

With hydrogenchloride; N-butylamine; triethylamine; palladium; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(01)91235-3

Reference yield:

(2S,3S,4R,5R)-3-Azido-5-(6-benzoylamino-purin-9-yl)-4-hydroxy-tetrahydro-furan-2-carboxylic acid → 1-(6-amino-9H-purin-9-yl)-1,3-dideoxy-3-(O-methyl-L-tyrosylamino)-β-D-ribofuranoic acid (86936-91-6,86936-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.5 N NaOH / 2.) Pd-black / 1.) room temperature, 30 min, 2.) hydrogenized at 3 atm

2: 56 percent / Et₃N / tetrahydrofuran; H₂O / 24 h

3: 1.) n-butylamine, 2.) dil. HCl / 2.) Pd-black / 2.) 3 atm

With hydrogenchloride; sodium hydroxide; N-butylamine; triethylamine; palladium; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(01)91235-3

upstream raw materials:

1-(6-benzoylamino-9H-purin-9-yl)-3-(N-benzyloxycarbonyl-O-methyl-L-tyrosylamino)-1,3-dideoxy-β-D-ribofuranuronic acid

(2S,3S,4R)-3-Azido-4,5-diacetoxy-tetrahydrofuran-2-carboxylic acid methyl ester

3-amino-1-(6-benzoylamino-9H-purin-9-yl)-1,3-dideoxy-β-D-ribofuranuronic acid