N-[1-(3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-alpha-D-erythro-pentofuranosyl)-1,2-dihydro-2-oxo-4-pyrimidinyl]acetamide

Base Information

Chemical Name:N-[1-(3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-alpha-D-erythro-pentofuranosyl)-1,2-dihydro-2-oxo-4-pyrimidinyl]acetamide
CAS No.:143157-23-7
Molecular Formula:C₂₅H₂₁F₂N₃O₇
Molecular Weight:513.454
Hs Code.:
DSSTox Substance ID:DTXSID901107254

Synonyms:DTXSID901107254;143157-23-7

Suppliers and Price of N-[1-(3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-alpha-D-erythro-pentofuranosyl)-1,2-dihydro-2-oxo-4-pyrimidinyl]acetamide

Supply Marketing:

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

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Chemical Property of N-[1-(3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-alpha-D-erythro-pentofuranosyl)-1,2-dihydro-2-oxo-4-pyrimidinyl]acetamide

Chemical Property:

XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:9
Exact Mass:513.13475634
Heavy Atom Count:37
Complexity:958

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=O)NC1=NC(=O)N(C=C1)C2C(C(C(O2)COC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4)(F)F
Isomeric SMILES:CC(=O)NC1=NC(=O)N(C=C1)[C@@H]2C([C@@H]([C@H](O2)COC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4)(F)F

Technology Process of N-[1-(3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-alpha-D-erythro-pentofuranosyl)-1,2-dihydro-2-oxo-4-pyrimidinyl]acetamide

There total 5 articles about N-[1-(3,5-Di-O-benzoyl-2-deoxy-2,2-difluoro-alpha-D-erythro-pentofuranosyl)-1,2-dihydro-2-oxo-4-pyrimidinyl]acetamide 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:

: 1173824-58-2,143157-25-9,143157-22-6
(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate

: 143157-23-7,143157-26-0
1-(2'-deoxy-2',2'-difluoro-3',5'-di-O-benzoyl-D-ribofuranosyl)-4-acetamidopyrimidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / triethylamine / CH₂Cl₂ / 2 h / 23 °C

2: 1) Me₃SiOTf / 1) 1,2-dichloroethane, 30 deg C, 1 h, 2) 1,2-dichloroethane, 83 deg C, overnight

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1055/s-1992-26167

Reference yield:

: 122111-01-7,122111-02-8
2-deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate

: 143157-23-7,143157-26-0
1-(2'-deoxy-2',2'-difluoro-3',5'-di-O-benzoyl-D-ribofuranosyl)-4-acetamidopyrimidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / LiAl(OBu-t)3H / diethyl ether; tetrahydrofuran / 1 h / 10 - 30 °C

2: 100 percent / triethylamine / CH₂Cl₂ / 2 h / 23 °C

3: 1) Me₃SiOTf / 1) 1,2-dichloroethane, 30 deg C, 1 h, 2) 1,2-dichloroethane, 83 deg C, overnight

With trimethylsilyl trifluoromethanesulfonate; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1055/s-1992-26167

Reference yield:

: 14631-20-0
4-N-Acetylcytosine

: 134877-42-2,134877-43-3,122111-11-9
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

: 143157-23-7,143157-26-0
1-(2'-deoxy-2',2'-difluoro-3',5'-di-O-benzoyl-D-ribofuranosyl)-4-acetamidopyrimidin-2-one

Guidance literature:: With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; Product distribution / selectivity;