methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

Base Information

Chemical Name:methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate
CAS No.:73485-72-0
Molecular Formula:C₃₃H₃₆O₇
Molecular Weight:544.645
Hs Code.:

Synonyms:methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

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Chemical Property of methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

Chemical Property:

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Technology Process of methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

There total 7 articles about methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate 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:

: 56752-57-9
methyl 3,6-anhydro-2-deoxy-4,5-O-isopropylidene-7-O-trityl-D-allo-heptanoate

: 73485-72-0
methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / LiAlH₄ / tetrahydrofuran / 1.33 h / -20 - 20 °C

2: 63 percent / pyridine / 15 h / 0 °C

3: 67 percent / perhydrodibenzo-18-crown-6 / acetonitrile / 15 h / Heating

4: KOH / ethane-1,2-diol / 20 h / 120 °C

5: diethyl ether; ethyl acetate

6: 1.) lithium diisopropylamide / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, from -78 deg C, 30 min to 0 deg C, 4 h

7: dimethylformamide / 12 h / 20 °C

With pyridine; perhydrodibenzo-18-crown-6; potassium hydroxide; lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/bcsj.56.2700

Reference yield:

: 73485-70-8
4,7-anhydro-2,3-dideoxy-5,6-O-isopropylidene-8-O-trityl-D-allo-octononitrile

: 73485-72-0
methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

Guidance literature:: Multi-step reaction with 4 steps

1: KOH / ethane-1,2-diol / 20 h / 120 °C

2: diethyl ether; ethyl acetate

3: 1.) lithium diisopropylamide / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, from -78 deg C, 30 min to 0 deg C, 4 h

4: dimethylformamide / 12 h / 20 °C

With potassium hydroxide; lithium diisopropyl amide; In diethyl ether; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.56.2700

Reference yield:

: 73485-69-5
2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)ethyl p-toluenesulfonate

: 73485-72-0
methyl 2-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-3-methoxyacrylate

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / perhydrodibenzo-18-crown-6 / acetonitrile / 15 h / Heating

2: KOH / ethane-1,2-diol / 20 h / 120 °C

3: diethyl ether; ethyl acetate

4: 1.) lithium diisopropylamide / 1.) hexane, THF, -78 deg C, 30 min, 2.) hexane, THF, from -78 deg C, 30 min to 0 deg C, 4 h

5: dimethylformamide / 12 h / 20 °C

With perhydrodibenzo-18-crown-6; potassium hydroxide; lithium diisopropyl amide; In diethyl ether; ethylene glycol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/bcsj.56.2700