(4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane

Base Information

Chemical Name:(4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane
CAS No.:1374433-25-6
Molecular Formula:C₁₄H₁₉ClO₃
Molecular Weight:270.756
Hs Code.:

Synonyms:(4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane

Chemical Property:

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Technology Process of (4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane

There total 3 articles about (4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane 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: 95.0%

: 78469-77-9
1-O-benzyl-2,3-O-isopropylidene-D-threitol

: 1374433-25-6
(4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane

Guidance literature:: With tetrachloromethane; triphenylphosphine; at 20 ℃; for 12h; Reflux;
DOI:10.1002/ejoc.201101673

Reference yield:

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

: 1374433-25-6
(4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 0 - 20 °C

2: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2: |Swern Oxidation;
DOI:10.1016/j.tetlet.2014.02.096

Reference yield:

: 81327-47-1,121668-38-0
diisopropyl (2S,3S)-2,3-O-isopropylidenetartrate

: 1374433-25-6
(4R,5S)-4-(benzyloxymethyl)-5-(chloromethyl)-2,2-dimethyl-1,3-di-oxolane

Guidance literature:: Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

2: sodium hydride / tetrahydrofuran / 0 - 20 °C

3: oxalyl dichloride; triethylamine; dimethyl sulfoxide / dichloromethane / -78 °C

With lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 3: |Swern Oxidation;
DOI:10.1016/j.tetlet.2014.02.096