((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

Base Information

• Chemical Name: ((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol
• CAS No.: 64775-10-6
• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.208

Synonyms:((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

Chemical Property of ((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

Chemical Property:

Purity/Quality:

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Technology Process of ((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

There total 1 articles about ((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol 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%

5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose (6698-46-0) + Methyltriphenylphosphonium bromide (1779-49-3) → ((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol (64775-10-6) + ((3aR,5S,6aR)-2,2-dimethyl-6-methylenetetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate (59896-02-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With tert-Amyl alcohol; sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/S0968-0896(01)00266-8

Reference yield: 100.0%

((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol (64775-10-6) + benzoyl chloride (98-88-4) → ((3aR,5S,6aR)-2,2-dimethyl-6-methylenetetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate (59896-02-5)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/S0968-0896(01)00266-8

Reference yield:

((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol (64775-10-6) + [(2S,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-phenylselanyl-tetrahydro-pyran-3-yloxy]-chloro-dimethyl-silane → [(2S,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-phenylselanyl-tetrahydro-pyran-3-yloxy]-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-dimethyl-silane (280574-35-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/S0040-4039(00)00171-4

upstream raw materials:

5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose

Methyltriphenylphosphonium bromide

Downstream raw materials:

[(2S,3R,4S,5R,6R)-4,5-Bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-phenylselanyl-tetrahydro-pyran-3-yloxy]-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-dimethyl-silane

((3aR,5S,6aR)-2,2-dimethyl-6-methylenetetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

3-deoxy-3-(4,5,7-tri-O-p-methoxybenzyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-1,2-O-(1-methylethylidene)-α-D-ribo-pentofuranose

((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾

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