Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester

Base Information

• Chemical Name: Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester
• CAS No.: 202259-89-0
• Molecular Formula: C₃₇H₃₂N₂O₆S
• Molecular Weight: 632.737

Synonyms:Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester

Chemical Property of Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester

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Technology Process of Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester

There total 1 articles about Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl 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:

1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione (96253-10-0) + benzoyl chloride (98-88-4) + 2-hydroxyethanethiol (60-24-2) → Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester (202259-89-0)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo9705576

Reference yield: 96.0%

Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester (202259-89-0) → 1-[(2R,3R,4S,5R)-3-Hydroxy-4-(2-hydroxy-ethylsulfanyl)-5-trityloxymethyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (202259-88-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 2h; Ambient temperature;

DOI:10.1021/jo9705576

Reference yield: 70.0%

Benzoic acid 2-((2R,3R,3aR,9aR)-6-oxo-2-trityloxymethyl-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3-ylsulfanyl)-ethyl ester (202259-89-0) → Benzoic acid 2-[(2R,3S,4S,5R)-4-azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-ylsulfanyl]-ethyl ester (202260-06-8)

Guidance literature:

With lithium azide; In N,N-dimethyl-formamide; at 140 ℃; for 3h;

DOI:10.1021/jo9705576

upstream raw materials:

1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione

benzoyl chloride

2-hydroxyethanethiol

Downstream raw materials:

1-[(2R,3R,4S,5R)-3-Hydroxy-4-(2-hydroxy-ethylsulfanyl)-5-trityloxymethyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Benzoic acid 2-[(2R,3S,4S,5R)-4-azido-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trityloxymethyl-tetrahydro-furan-3-ylsulfanyl]-ethyl ester

1-((2R,5R)-4-Ethenesulfonyl-5-trityloxymethyl-2,5-dihydro-furan-2-yl)-1H-pyrimidine-2,4-dione

1-((1R,3R,3aS,7aS)-4,4-Dioxo-3-trityloxymethyl-octahydro-2-oxa-4λ⁶-thia-7-aza-inden-1-yl)-1H-pyrimidine-2,4-dione

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