methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester

Base Information

• Chemical Name: methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester
• CAS No.: 130446-03-6
• Molecular Formula: C₃₁H₃₂N₂O₈S
• Molecular Weight: 592.67

Synonyms:methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester

Chemical Property of methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester

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Technology Process of methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester

There total 4 articles about methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-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: 94.0%

methanesulfonyl chloride (124-63-0) + 5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7) → methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester (130446-03-6)

Guidance literature:

With pyridine; at 0 ℃; for 18h;

DOI:10.1021/jo001223a

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester (130446-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / DMAP; TEA; pyridine / 20 °C

2: 82 percent / TEA / CH₂Cl₂

With pyridine; dmap; TEA; In dichloromethane;

DOI:10.1016/S0960-894X(01)00455-3

Reference yield:

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → methanesulfonic acid (2R,3S,5R)-2-[bis(4-methoxyphenyl)phenylmethoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)tetrahydrofuran-3-yl ester (130446-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / DMAP; TEA; pyridine / 20 °C

2: 82 percent / TEA / CH₂Cl₂

With pyridine; dmap; TEA; In dichloromethane;

DOI:10.1016/S0960-894X(01)00455-3

upstream raw materials:

methanesulfonyl chloride

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

mono-4-methoxytrityl chloride

thymidine

Downstream raw materials:

(1R,9R,10R)-10-[[(4-methoxyphenyl)diphenyl]methoxymethyl]-4-methyl-8,11-dioxa-2,6-diazatricyclo[7.2.1.0^2,7]dodeca-3,6-dien-5-one

C₆₀H₅₈N₄O₁₀S₂

C₄₅H₄₈N₅O₁₃PS

5′-O-(mono-p-methoxytriphenylmethyl)-3′-deoxy-3′-thiothymidine

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