120157-59-7

Basic information

• Product Name: (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol
• Synonyms: (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol;1,2:5,6-di-O-(3-pentylidene)-D-mannitol
• CAS NO: 120157-59-7
• Molecular Formula: C16H30O6
• Molecular Weight: 318.4058
• Mol File: 120157-59-7.mol

Chemical Properties

• Boiling Point: 434.3±35.0 °C(Predicted)
• Appearance: /
• Density: 1.085±0.06 g/cm3(Predicted)
• PKA: 12.98±0.20(Predicted)
• CAS DataBase Reference: (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol(120157-59-7)
• EPA Substance Registry System: (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol(120157-59-7)

Safety Data

• Hazardous Substances Data: 120157-59-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol serves as a chiral building block in organic synthesis, particularly for the production of pharmaceuticals. Its role in creating enantiomerically pure molecules is crucial for drug development, where the chirality of a molecule can significantly impact its efficacy and safety.
Used in Fine Chemicals Industry:
In the fine chemicals industry, (1S,2S)-1,2-bis((R)-2,2-diethyl-1,3-dioxolan-4-yl)ethane-1,2-diol is utilized as a key component in the synthesis of high-quality specialty chemicals. Its precise stereochemistry ensures the production of chemicals with specific properties required for various applications, such as fragrances, flavors, and agrochemicals.

Upstream product

• 25636-49-1 3,3-dimethoxypentane 
• 69-65-8 mannitol 

Downstream Products

• 120157-60-0 (R)-2,2-diethyl-1,3-dioxolane-4-carboxaldehyde 

Relevant articles and documents

New approach for the stereoselective synthesis of (+)-epi-cytoxazone

The stereoselective total synthesis of (+)-epi-cytoxazone was performed satisfactorily in 8 steps, in 17percent overall yield, via a novel route from 2,3-O-(3-pentylidene)-(R)-glyceraldehyde. The bulky group alkene-ketal allowed intramolecular control of

2,3-O-(3-pentylidene)-D-glyceraldehyde and 2,3-O-(3-pentylidene)-L-glyceraldehyde: Convenient glyceraldehyde surrogates obtained via a novel periodate-based oxidation system

The synthesis of two novel glyceraldehyde surrogates, 2,3-O-(3-pentylidene)-D-glyceraldehyde (2) and 2,3-O-(3-pentylidene)-L-glyceraldehyde (3) is presented. Synthesis, handling and storage advantages of 2 and 3 over the conventionally employed 2,3-O-isopropylidene-D-glyceraldehyde (1) are discussed. The 3-pentanone-derived protecting group facilitates the extraction of product from aqueous oxidation solutions, while the 3-pentanone liberated on ketal deprotection can be efficiently removed at reduced pressures. The synthesis employs a buffered potassium periodate oxidation which offers significant advantages over sodium periodate in glycol cleavage reactions.