(2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

Base Information

Chemical Name:(2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine
CAS No.:930590-09-3
Molecular Formula:C₁₇H₁₈N₂O₄S
Molecular Weight:346.407
Hs Code.:

Synonyms:(2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

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Chemical Property of (2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

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Technology Process of (2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

There total 2 articles about (2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine 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: 85.0%

: 930590-05-9
methyl (2E)-2-deoxy-2-[(dimethylamino)methylene]-4,6-O-[(R)-phenylmethylene]-α-D-erythro-hexopyranosid-3-ulose

: 867-44-7,147895-43-0
S-Methylisothiourea sulfate

: 930590-09-3
(2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

Guidance literature:: S-Methylisothiourea sulfate; With triethylamine; In ethanol; for 0.5h; Reflux;

methyl (2E)-2-deoxy-2-[(dimethylamino)methylene]-4,6-O-[(R)-phenylmethylene]-α-D-erythro-hexopyranosid-3-ulose; In ethanol; Reflux;
DOI:10.1016/j.tet.2008.11.029

Reference yield:

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 930590-09-3
(2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 78 percent / toluene / 12 h / 100 °C

2.1: K₂CO₃; 18-crown-6 / dimethylformamide / 0.33 h / -15 °C

2.2: 31 percent / dimethylformamide / 17 h / -15 °C

With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; toluene;
DOI:10.1515/znb-2006-0406

Reference yield: 85.0%

: 930590-09-3
(2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-9-methylsulfanyl-2-phenyl-[1,3]dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

: 54663-78-4
tributyl(thien-2-yl)stannane

: 1114265-52-9
(2R,4aR,6S,10bS)-4,4a,6,10b-tetrahydro-6-methoxy-2-phenyl-9-(2-thienyl)-1,3-dioxino[4',5':5,6]-pyrano[4,3-d]-pyrimidine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) bromide dimethylsulfide complex; In N,N-dimethyl-formamide; at 80 ℃; for 0.15h; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.tet.2008.11.029