methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

Base Information

Chemical Name:methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside
CAS No.:114475-05-7
Molecular Formula:C₁₈H₂₄O₆
Molecular Weight:336.385
Hs Code.:

Synonyms:methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

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Chemical Property of methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

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Technology Process of methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

There total 6 articles about methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside 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: 89.0%

: 874-60-2
4-methyl-benzoyl chloride

: 23669-87-6
methyl 2,3-O-isopropylidene-2-C-methyl-β-D-ribofuranoside

: 114475-05-7
methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

Guidance literature:: In pyridine; at 20 ℃; for 2h;
DOI:10.1016/0008-6215(87)80059-9

Reference yield:

: 54503-64-9,54503-65-0
2,3-O-isopropylidene-5-O-trityl-D-ribofuranose

: 114475-05-7
methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / K₂CO₃ / methanol; H₂O / 20 h / Heating

2: 72 percent / pyridine; 1,2-dichloro-ethane / 1.) 0 deg C, 1 h; 2.) 20 deg C, 16 h

3: 92 percent / silver oxide / dimethylformamide / 16 h / 20 °C

4: 77 percent / LiAlH₄ / tetrahydrofuran / 15 h / Heating

5: 90 percent / SnCl₄ / 1,2-dichloro-ethane / 0.08 h

6: 89 percent / pyridine / 2 h / 20 °C

With lithium aluminium tetrahydride; tin(IV) chloride; potassium carbonate; silver(l) oxide; In tetrahydrofuran; pyridine; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80059-9

Reference yield:

: 114475-00-2,114475-01-3
2,3-O-isopropylidene-2-C-tosyloxymethyl-5-O-trityl-α,β-D-ribofuranose

: 114475-05-7
methyl 2,3-O-isopropylidene-2-C-methyl-5-O-p-methylbenzoyl-β-D-ribofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / silver oxide / dimethylformamide / 16 h / 20 °C

2: 77 percent / LiAlH₄ / tetrahydrofuran / 15 h / Heating

3: 90 percent / SnCl₄ / 1,2-dichloro-ethane / 0.08 h

4: 89 percent / pyridine / 2 h / 20 °C

With lithium aluminium tetrahydride; tin(IV) chloride; silver(l) oxide; In tetrahydrofuran; pyridine; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80059-9