1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine

Base Information

Chemical Name:1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine
CAS No.:861230-81-1
Molecular Formula:C₂₈H₃₄N₂O₁₂S₂
Molecular Weight:654.716
Hs Code.:

Synonyms:1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine

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Chemical Property of 1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine

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Technology Process of 1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine

There total 6 articles about 1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine 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: 72.0%

: 861230-80-0
1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-threo-pentofuranosyl]-3-(benzyloxymethyl)thymine

: 861230-81-1
1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine

Guidance literature:: 1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-threo-pentofuranosyl]-3-(benzyloxymethyl)thymine; With pyridine; dmap; trifluoromethanesulfonic acid anhydride; In dichloromethane; at 0 ℃; for 4h;

With sodium hydrogencarbonate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/ejoc.200500023

Reference yield:

: 861230-79-7
1-[2-O-acetyl-3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-threo-pentofuranosyl]-3-(benzyloxymethyl)thymine

: 861230-81-1
1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / NH₃ / methanol / 0.25 h / 0 - 20 °C

2.1: DMAP; pyridine; trifluoromethanesulfonic anhydride / CH₂Cl₂ / 4 h / 0 °C

2.2: 72 percent / aq. NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; ammonia; trifluoromethanesulfonic acid anhydride; In methanol; dichloromethane;
DOI:10.1002/ejoc.200500023

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 861230-81-1
1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsolfonyloxymethyl)-α-L-erythro-pentofuranosyl]-3-(benzyloxymethyl)thymine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / diisopropylethylamine / CH₂Cl₂ / 44 h / 0 - 20 °C

2.1: 94 percent / NH₃ / methanol / 0.25 h / 0 - 20 °C

3.1: DMAP; pyridine; trifluoromethanesulfonic anhydride / CH₂Cl₂ / 4 h / 0 °C

3.2: 72 percent / aq. NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; ammonia; trifluoromethanesulfonic acid anhydride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1002/ejoc.200500023