125111-27-5

Basic information

• Product Name: 1,2-Propanediol, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2R)-
• CAS NO: 125111-27-5
• Molecular Formula: C19H26O3Si
• Molecular Weight: 330.499
• Mol File: 125111-27-5.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: 1,2-Propanediol, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propanediol, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2R)-(125111-27-5)
• EPA Substance Registry System: 1,2-Propanediol, 3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-, (2R)-(125111-27-5)

Safety Data

• Hazardous Substances Data: 125111-27-5(Hazardous Substances Data)

Usage

Configuration

(2R)

Type of compound

Chiral compound

Uses

Organic synthesis, building block in pharmaceuticals and fine chemicals production

Functional groups

Two hydroxyl groups (makes it a diol)

Structural feature

Diphenylsilyl group providing steric protection to neighboring hydroxyl group

Importance

Versatile and important intermediate in organic chemistry

Upstream product

• 115869-43-7 (tert-butyldiphenylsilanyloxy)acetaldehyde 
• 56-81-5 glycerol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 136787-49-0 3-(tert-butyldiphenylsilyloxy)prop-1-ene 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 118215-60-4 O-(tert-butyldiphenylsilyl)solketat 
• 103763-12-8 5-O-tert-butyldiphenylsilyl-α,β-L-arabinofuranose 
• 215807-87-7 (S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((R)-toluene-4-sulfinyl)-propan-2-ol 
• 215807-85-5 1-(tert-Butyl-diphenyl-silanyloxy)-3-((R)-toluene-4-sulfinyl)-propan-2-one 
• 154698-92-7 methyl 2-((tert-butyl(diphenyl)silyl)oxy)acetate 
• 125111-28-6 (+)-(4R)-2,2-Dimethyl-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolane 

Downstream Products

• 1037195-40-6 C₃₇H₆₀O₄Si 
• 1026086-58-7 C₅₇H₇₈O₉Si 
• 139757-72-5 [2-[[tert-butyl(diphenyl)silyl]oxymethyl]-1,3-oxathiolan-5-yl] acetate 
• 1022193-74-3 6-amino-3-{2-[(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)methyl]-1,3-oxathiolan-5-yl}-3-hydropyrimidine-2-one 
• 1443744-34-0 N⁴-isobutyryl-1-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)cytosine 
• 1443744-33-9 N⁶-benzoyl-9-(1’-O-[(4,4’-dimethoxytriphenyl)methyl]-3’-O-[t-butyldiphenylsilyl]-(S)-propan-2-yl)adenine 
• 1443744-36-2 (S)-3-benzoyl-1-(1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-((tert-butyldiphenylsilyl)oxy)propan-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione 
• 595605-41-7 1-(allyloxy)-3-(tert-butyldiphenylsilyloxy)propan-2-ol 
• 1065592-35-9 [2,3-bis(allyloxy)propoxy]-tert-butyl-diphenylsilane 
• 259738-68-6 rac-1,2-dioleyl-3-t-butyldiphenylsilylglycerol 
• 161469-46-1 (+)-(2R,4R)-1-<4-<<(tert-Butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-2-yl>-5-fluorouracil 

Relevant articles and documents

A Facile Synthesis of (S)-3-Tosyloxy-1,2-propanediol from (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol

(S)-3-Tosyloxy-1,2-propanediol has been synthesized from (S)-2,2-dimethyl-1,3-dioxolane-4-methanol in four steps with an overall yield of 87percent.This coupled with the existing method in the literature for the conversion of (S)-1 to (R)-

Practical Cleavage of Acetals by Using an Odorless Thiol Immobilized on Silica

A practical, efficient and general method was developed for the deprotection of a variety of aromatic and aliphatic acetals to their corresponding catechol or diol derivatives using thiol immobilized on silica gel. This is an application for the well-known commercial solid-supported thiol (SiliaMetS Thiol). The procedure is mild and amenable to scale-up. It does not require inert atmosphere and clean conversions were observed. This method is applicable to substituted 1,3-benzodioxole and aliphatic acetals with different functionalities. It offers the advantage of a general route with high yield, which can be undertaken at ambient temperature.

Carbohydrate/DBU Cocatalyzed Alkene Diboration: Mechanistic Insight Provides Enhanced Catalytic Efficiency and Substrate Scope

A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.