(1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

Base Information

Chemical Name:(1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane
CAS No.:904664-35-3
Molecular Formula:C₁₈H₁₈N₂O₇
Molecular Weight:374.35
Hs Code.:

Synonyms:(1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

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Chemical Property of (1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

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Technology Process of (1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

There total 2 articles about (1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]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: 25.0%

: 904664-34-2
1-[5'-O-methanesulfonyl-4'-C-methanesulfonyloxymethyl-α-L-erythro-pentofuranosyl]thymine

: 532-32-1
sodium benzoate

: 904664-35-3
(1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

Guidance literature:: 1-[5'-O-methanesulfonyl-4'-C-methanesulfonyloxymethyl-α-L-erythro-pentofuranosyl]thymine; With sodium hydroxide; In water; at 0 - 4 ℃; for 22h;

sodium benzoate; In N,N-dimethyl-formamide; at 60 - 75 ℃; for 37h;
DOI:10.1016/j.carres.2006.04.010

Reference yield:

: 601512-84-9
1-[3-O-benzyl-5-O-(methylsulfonyl)-4-C-(methylsulfonyloxymethyl)-α-L-erythro-pentofuranosyl]thymine

: 904664-35-3
(1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / H₂ / Pd(OH)2/C / ethyl acetate / 7 h / 20 °C

2.1: NaOH / H₂O / 22 h / 0 - 4 °C

2.2: 25 percent / dimethylformamide / 37 h / 60 - 75 °C

With sodium hydroxide; hydrogen; palladium dihydroxide; In water; ethyl acetate;
DOI:10.1016/j.carres.2006.04.010

Reference yield:

: 904664-35-3
(1S,3R,4S,5R)-1-benzoyloxymethyl-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

: 904664-37-5
(1S,3R,4S,5R)-1-(4,4'-dimethoxytrityloxymethyl)-4-hydroxy-3-(thymin-1-yl)-2,6-dioxabicyclo[3.2.0]heptane

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / NH₃ / methanol / 28 h / 20 °C

2: 85 percent / pyridine / 2.83 h / 20 °C

With ammonia; In pyridine; methanol;
DOI:10.1016/j.carres.2006.04.010