2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

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Chemical Name:2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one
CAS No.:1053268-76-0
Molecular Formula:C₃₀H₃₅N₅O₉
Molecular Weight:609.636
Hs Code.:

2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Synonyms:2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

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Chemical Property of 2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

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Technology Process of 2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

There total 11 articles about 2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one 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:

: Benzoic acid (2R,3R,4R,5R)-4-((2S,3S,4R,5R,6S)-5-acetoxy-3,4-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-(2-acetylamino-6-diphenylcarbamoyloxy-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3-yl ester

: 1053268-76-0
2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: With ammonium hydroxide; In methanol; at 60 ℃; for 24h;
DOI:10.1021/ja990274q

Reference yield:

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 1053268-76-0
2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: Multi-step reaction with 9 steps

1: HCl / CH₂Cl₂ / 2 h / 0 °C

2: CH₂Cl₂ / 18 h

3: NaOCH₃, CH₃OH / 2 h

4: pyridine, Et₃N / CH₂Cl₂ / 4 h

5: IDCP / 1,2-dichloro-ethane; diethyl ether / 3 h

6: 15 h

7: TMSOTf / toluene / 3 h / 80 °C

8: 3HF*Et₃N, pyridine / 6 h

9: 25 percent aq. NH₄OH / methanol / 24 h / 60 °C

With pyridine; hydrogenchloride; methanol; ammonium hydroxide; iodonium(di-γ-collidine) perchlorate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; triethylamine tris(hydrogen fluoride); triethylamine; In methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/ja990274q

Reference yield:

: 146558-05-6
2-N-acetyl-6-O-(diphenylcarbamoyl)guanine

: 1053268-76-0
2-Amino-9-[(2R,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-3,4-bis-benzyloxy-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

Guidance literature:: Multi-step reaction with 3 steps

1: TMSOTf / toluene / 3 h / 80 °C

2: 3HF*Et₃N, pyridine / 6 h

3: 25 percent aq. NH₄OH / methanol / 24 h / 60 °C

With pyridine; ammonium hydroxide; trimethylsilyl trifluoromethanesulfonate; triethylamine tris(hydrogen fluoride); In methanol; toluene;
DOI:10.1021/ja990274q