[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: [(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 173465-47-9
• Molecular Formula: C₆₄H₆₆N₈O₁₁Si
• Molecular Weight: 1151.36

Synonyms:[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property of [(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

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Technology Process of [(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

There total 4 articles about [(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 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:

[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester (173465-37-7) → [(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (173465-47-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / acetic acid; acetic anhydride / Ambient temperature

2: 94 percent / MS(4A), NBS / CH₂Cl₂ / 1 h / Ambient temperature

3: TFA / CH₂Cl₂ / Ambient temperature

4: 2.) 4-DMAP / 1.) Py, r. t.; 2.) Py, r. t.

With dmap; N-Bromosuccinimide; trifluoroacetic acid; In dichloromethane; acetic anhydride; acetic acid;

DOI:10.1016/0040-4039(95)01856-D

Reference yield:

[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-methylsulfanylmethoxy-propyl]-carbamic acid tert-butyl ester (173465-38-8) → [(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (173465-47-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / MS(4A), NBS / CH₂Cl₂ / 1 h / Ambient temperature

2: TFA / CH₂Cl₂ / Ambient temperature

3: 2.) 4-DMAP / 1.) Py, r. t.; 2.) Py, r. t.

With dmap; N-Bromosuccinimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/0040-4039(95)01856-D

Reference yield:

[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid tert-butyl ester (173465-40-2) → [(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy)-propyl]-carbamic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (173465-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / Ambient temperature

2: 2.) 4-DMAP / 1.) Py, r. t.; 2.) Py, r. t.

With dmap; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/0040-4039(95)01856-D

upstream raw materials:

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine

1,1'-carbonyldiimidazole

1-[(R)-1-Aminomethyl-2-(tert-butyl-diphenyl-silanyloxy)-ethoxymethyl]-5-methyl-1H-pyrimidine-2,4-dione

[(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

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