[(4R,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]dimethanediyl dimethanesulfonate

Base Information

• Chemical Name: [(4R,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]dimethanediyl dimethanesulfonate
• CAS No.: 38279-61-7
• Molecular Formula: C9H18 O8 S2
• Molecular Weight: 318.3644
• Mol file: 38279-61-7.mol

Synonyms:1,3-Dioxolane-4,5-dimethanol,2,2-dimethyl-, dimethanesulfonate, cis-;Erythritol, 2,3-O-isopropylidene-,dimethanesulfonate (7CI);NSC 63041;

Chemical Property of [(4R,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]dimethanediyl dimethanesulfonate

Chemical Property:

• Vapor Pressure: 1.11E-09mmHg at 25°C
• Refractive Index: 1.466
• Boiling Point: 501.1°Cat760mmHg
• Flash Point: 256.9°C
• Density: 1.331g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

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Technology Process of [(4R,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]dimethanediyl dimethanesulfonate

There total 8 articles about [(4R,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]dimethanediyl dimethanesulfonate 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: 84.0%

((4R,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol (55904-12-6) + methanesulfonyl chloride (124-63-0) → meso-2,3-O-isopropylidene-1,4-di-O-(methanesulfonyl)butane-1,2,3,4-tetrol (38279-61-7)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)79269-0

Reference yield:

dimethyl 2,2-dimethyl-1,3-dioxolane-trans-4,5-dicarboxylate (116499-08-2) → 2,3-O-Isopropyliden-DL-threitol-1,4-bis-methansulfonat (4248-74-2,38279-61-7,94943-42-7,109281-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate

2: triethylamine / dichloromethane

With sodium tetrahydroborate; triethylamine; In dichloromethane;

DOI:10.1039/c9sc05997k

Reference yield:

2,3-O-Isopropyliden-DL-threitol (25432-12-6,50622-09-8,55904-12-6,69460-89-5,73346-74-4,86992-57-6) + methanesulfonyl chloride (124-63-0) → 2,3-O-Isopropyliden-DL-threitol-1,4-bis-methansulfonat (4248-74-2,38279-61-7,94943-42-7,109281-59-6)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1039/c9sc05997k

upstream raw materials:

dimethyl 2,2-dimethyl-1,3-dioxolane-trans-4,5-dicarboxylate

2,3-O-Isopropyliden-DL-threitol

methanesulfonyl chloride

((4R,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol

Downstream raw materials:

DL-Threitol-1,4-bis-methansulfonat

3,4-isopropylidenedioxy-Δ¹-pyrroline-1-oxide

(meso)-3,4-isopropylidenedioxy-2,5-pyrrolidine hydrotosylate

(3aR,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

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