methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate

Base Information

• Chemical Name: methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate
• CAS No.: 122059-94-3
• Molecular Formula: C₃₀H₃₂O₆
• Molecular Weight: 488.58

Synonyms:methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate

Chemical Property of methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate

Chemical Property:

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Technology Process of methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate

There total 2 articles about methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate 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: 32.0%

methoxycarbonylmethylene triphenylarsorane (1529-77-7) + 2,3-O-isopropylidene-5-O-trityl-D-ribofuranose (54503-64-9,54503-65-0) → methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate (122059-94-3) + ((3aS,6R,6aR)-2,2-Dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-acetic acid methyl ester

Guidance literature:

In toluene; for 31h; Heating;

DOI:10.1016/S0040-4039(00)73808-1

Reference yield:

2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol (54503-65-0) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl (Z)-3-{(4S,5R)-5-[(1R)-1-hydroxy-2-(trityloxy)ethyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-2-propenoate (122059-90-9) + methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate (122059-94-3)

Guidance literature:

In dichloromethane; for 48h; Yield given; Ambient temperature;

DOI:10.1016/0040-4020(89)80054-7

Reference yield: 70.0%

methyl E-2,3-dideoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-heptenonate (122059-94-3) → methyl 3,6-anhydro-2-deoxy-2-iodo-4,5-O-isopropylidene-7-O-trityl-D-glycero-D-manno-heptonate (122059-91-0)

Guidance literature:

With iodine; sodium hydrogencarbonate; In diethyl ether; water; at 0 ℃; for 36h;

DOI:10.1016/0040-4020(89)80054-7

upstream raw materials:

methoxycarbonylmethylene triphenylarsorane

2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

2,2-dimethyl-6-(trityloxymethyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol

methyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

methyl 3,6-anhydro-2-deoxy-2-iodo-4,5-O-isopropylidene-7-O-trityl-D-glycero-D-manno-heptonate

methyl Z-3,6-anhydro-2-deoxy-4,5-O-isopropylidene-7-O-trityl-D-ribo-2-hept-enonate

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