(1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane
CAS No.:625111-35-5
Molecular Formula:C₁₉H₂₀N₂O₈S₂
Molecular Weight:468.508
Hs Code.:

Synonyms:(1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

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Technology Process of (1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

There total 6 articles about (1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane 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%

: 740853-16-1
1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-2-O-trifluoromethanesulfonyl-β-D-threo-pentofuranosyl)thymine

: 625111-35-5
(1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

Guidance literature:: With sodium sulfide; In DMF (N,N-dimethyl-formamide); for 3h;

Reference yield: 72.0%

: 1-(3-O-Benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-D-threo-pentofuranosyl)thymine

: aq NaHCO₃

: 740853-16-1
1-(3-O-benzoyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-2-O-trifluoromethanesulfonyl-β-D-threo-pentofuranosyl)thymine

: 625111-35-5
(1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

Guidance literature:: With pyridine; dmap; Na₂S; trifluoromethanesulfonic acid anhydride; In methanol; n-heptane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 552856-38-9
2,2'-anhydro-1-(3-O-benzyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-β-D-threo-pentofuranosyl)thymine

: 625111-35-5
(1R,3R,4R,7R)-7-benzoyloxy-1-methanesulfonyloxymethyl-3-(thymin-1-yl)-2-oxa-5-thiabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd/C / methanol; acetone / 23 h / 20 °C

2: pyridine / dimethylformamide / 18 h / 20 °C

3: 25.1 g / aq. H₂SO₄ / 22 h / 80 °C

4: pyridine; DMAP / CH₂Cl₂ / 1 h / 0 °C

5: 6.15 g / Na₂S / dimethylformamide / 3 h

With pyridine; dmap; sodium sulfide; sulfuric acid; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-2004-815959