5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil

Base Information

Chemical Name:5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil
CAS No.:133635-59-3
Molecular Formula:C₂₅H₂₆N₂O₆
Molecular Weight:450.491
Hs Code.:

Synonyms:5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil

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Chemical Property of 5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil

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Technology Process of 5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil

There total 10 articles about 5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil 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: 24.0%

: 133635-44-6
methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pentofuranoside

: 98808-20-9
O,O'-bis(trimethylsilyl)-5-benzyloxymethyluracil

: 133635-54-8,133697-38-8
4-Methyl-benzoic acid (S)-5-(5-benzyloxymethyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

: 133635-59-3
5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil

: 133635-59-3,133698-20-1
5-benzyloxymethyl-2',3'-dideoxy-5-O-(4-methylbenzoyl)uridine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Ambient temperature;
DOI:10.1007/BF00815166

Reference yield: 24.0%

: 133635-44-6
methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pentofuranoside

: 98808-20-9
O,O'-bis(trimethylsilyl)-5-benzyloxymethyluracil

: 133635-54-8,133697-38-8
4-Methyl-benzoic acid (S)-5-(5-benzyloxymethyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

: 133635-59-3
5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil

: 133635-59-3,133698-20-1
5-benzyloxymethyl-2',3'-dideoxy-5-O-(4-methylbenzoyl)uridine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Ambient temperature;
DOI:10.1007/BF00815166

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 133635-59-3
5-benzyloxymethyl-1-(2,3-dideoxxy-5-O-(4-methylbenzoyl)-α-D-glycero-pentofuranosyl)uracil

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / pyridine / a) r.t., 0.5h, b) 80 deg C, 3h

2: DIBAL / tetrahydrofuran; hexane / 0.5 h / -75 °C

3: 0.2 percent HCl / 0.25 h / Ambient temperature

4: 24 percent / trimethylsilyl triflate / CH₂Cl₂ / Ambient temperature

With pyridine; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1007/BF00815166