methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Base Information

• Chemical Name: methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate
• CAS No.: 67844-13-7
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.196

Synonyms:methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Chemical Property of methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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MSDS Files:

SDS file from LookChem

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Technology Process of methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

There total 1 articles about methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 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: 35.0%

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) → 2,3-O-isopropylidene-L-threitol (50622-09-8) + methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (67844-13-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 0.5h; Ambient temperature;

Reference yield: 92.0%

methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (67844-13-7) + diphenyldisulfane (882-33-7) → (4R,5R)-2,2-Dimethyl-5-phenylsulfanylmethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Guidance literature:

With tributylphosphine; In pyridine;

DOI:10.1246/cl.1982.1555

Reference yield: 70.0%

methyl (4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (67844-13-7) + p-toluenesulfonyl chloride (98-59-9) → methyl (4R,5S)-2,2-dimethyl-5-(4-methylphenylsulfonyloxymethyl)-1,3-dioxolane-4-carboxylate (112775-66-3)

Guidance literature:

In pyridine; at 0 - 20 ℃;

DOI:10.1134/S1070428011090326

upstream raw materials:

(-)-dimethy-2,3-O-isopropylidene-L-tartrate

Downstream raw materials:

methyl (4R,5S)-2,2-dimethyl-5-(4-methylphenylsulfonyloxymethyl)-1,3-dioxolane-4-carboxylate

(4S,5S)-4-cyano-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

(4S,5S)-5-tert-butyl(diphenyl)silyloxymethyl-4-carbamoyl-2,2-dimethyl-1,3-dioxolane

(2S,3S,4R)-4-(benzylamino)-2,3-O-isopropylidene-5-(4-methoxyphenyl)pentane-1,2,3-triol

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