(S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

Base Information

Chemical Name:(S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester
CAS No.:181035-02-9
Molecular Formula:C₃₀H₃₆N₂O₇
Molecular Weight:536.625
Hs Code.:

(S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

Synonyms:(S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

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Chemical Property of (S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

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Technology Process of (S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

There total 1 articles about (S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl 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:

: 1207973-75-8
lithium tert-butyl acetate

: (2S,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-carbaldehyde

: (R)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

: 181035-02-9
(S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

Guidance literature:: In tetrahydrofuran; at -78 ℃; Yield given. Title compound not separated from byproducts;
DOI:10.1016/0040-4039(96)00907-0

Reference yield:

: 181035-02-9
(S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

: (S)-3-[(2S,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

Guidance literature:: With water; palladium on activated charcoal; In ethanol; at 90 ℃;
DOI:10.1016/0040-4039(96)00907-0

Reference yield:

: 181035-02-9
(S)-3-[(2R,3S,5R)-5-(3-Benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-benzyloxy-tetrahydro-furan-2-yl]-3-hydroxy-propionic acid tert-butyl ester

: 181035-12-1
3-Benzyl-1-[(2R,4S,5R)-4-benzyloxy-5-((S)-1,3-dihydroxy-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid

2: Dowex 50 w x 8 / Heating

3: HMDS / pyridine

4: DIBAH / toluene / low temperature

5: acid

With Dowex 50 W X 8; diisobutylaluminium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; In pyridine; toluene;
DOI:10.1016/0040-4039(96)00907-0