2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one

Base Information

• Chemical Name: 2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one
• CAS No.: 98095-01-3
• Molecular Formula: C₃₄H₃₇N₅O₇
• Molecular Weight: 627.697

Synonyms:2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one

Chemical Property of 2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one

Chemical Property:

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Technology Process of 2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one

There total 5 articles about 2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-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:

methyl 2,3,4-tri-O-benzyl-6-O-(2-amino-6-benzyloxypurin-9-ylmethyl)-α-D-glucopyranoside (98095-00-2) → 2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one (98095-01-3)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; under 2585.7 Torr;

DOI:10.1016/S0040-4039(00)94745-2

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) → 2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one (98095-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl gas / CH₂Cl₂ / 0 °C

2: 43 percent / NaH / dimethylformamide / Ambient temperature

3: H₂ / 20percent Pd(OH)2/C / ethanol / 2585.7 Torr

With hydrogenchloride; hydrogen; sodium hydride; palladium dihydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)94745-2

Reference yield:

2,3,4-tri-O-benzyl-6-O-chloromethyl-α-D-glucopyranoside (98094-99-6) → 2-Amino-9-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxymethyl)-1,9-dihydro-purin-6-one (98095-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / NaH / dimethylformamide / Ambient temperature

2: H₂ / 20percent Pd(OH)2/C / ethanol / 2585.7 Torr

With hydrogen; sodium hydride; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)94745-2

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-O-(2-amino-6-benzyloxypurin-9-ylmethyl)-α-D-glucopyranoside

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

2,3,4-tri-O-benzyl-6-O-chloromethyl-α-D-glucopyranoside

2-amino-N,N,N-trimethyl-9H-purine-6-ylammonium chloride

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