methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose

Base Information

• Chemical Name: methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose
• CAS No.: 279219-56-6
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357

Synonyms:methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose

Chemical Property of methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose

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Technology Process of methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose

There total 1 articles about methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose 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: 79.0%

methyl 4,6-O-(phenylmethylene)-3-deoxy-α-D-erythro-hexopyranoside-2-ulose (74524-02-0) + tert-Butoxybis(dimethylamino)methane (5815-08-7) → methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose (279219-56-6)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 3h;

Reference yield: 80.0%

methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose (279219-56-6) → [2R-(2α,4aα,6α,9bβ)]-4,4a,6,9b-tetrahydro-2-phenyl-8H-1,3-dioxino[4',5':5,6]pyrano[3,4-c]pyrazol-6-yl methyl ether

Guidance literature:

With hydrazine hydrate; In methanol; at 22 ℃; for 0.333333h;

Reference yield: 79.0%

4-chloro-aniline (106-47-8) + methyl (3E)-4,6-O-benzylidene-3-[(dimethylamino)methylene]-3-deoxy-α-D-erythro-hexopyranosid-2-ulose (279219-56-6) → methyl 4,6-O-benzylidene-3(Z)-(p-chloro-anilinomethylene)-3-deoxy-α-D-erythro-hexopyranosid-2-ulose

Guidance literature:

In ethanol; Heating;

upstream raw materials:

methyl 4,6-O-(phenylmethylene)-3-deoxy-α-D-erythro-hexopyranoside-2-ulose

tert-Butoxybis(dimethylamino)methane

Downstream raw materials:

[2R-(2α,4aα,6α,10bβ)]-8-amino-4,4a,6,10b-tetrahydro-6-methoxy-2-phenyl-1,3-dioxino[4',5':5,6]pyrano[3,4-d]pyrimidine

(2R,4aR,6S,12bS)-9-amino-4a,12b-dihydro-6-methoxy-2-phenyl-4H,6H-[1,3]dioxino[4'5':5,6]pyrano[3,4-d]pyrazolo[1,5-a]pyrimidine-8-carbonitrile

ethyl (2R,4aR,6S,12bS)-4a,12b-dihydro-6-methoxy-9-methylsulfanyl-2-phenyl-4H,6H-[1,3]dioxino[4'5':5,6]pyrano[3,4-d]pyrazolo[1,5-a]pyrimidine-8-carboxylate

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