312692-93-6

Basic information

• Product Name: 3 4-DI-O-ACETYL-6-O-(TERT-BUTYLDIPHENYL&
• Synonyms: 3 4-DI-O-ACETYL-6-O-(TERT-BUTYLDIPHENYL&
• CAS NO: 312692-93-6
• Molecular Formula: C26H32O6Si
• Molecular Weight: 468.61418
• Mol File: 312692-93-6.mol

Chemical Properties

• Flash Point: 150 °F
• Appearance: /
• Refractive Index: n20/D 1.526(lit.)
• CAS DataBase Reference: 3 4-DI-O-ACETYL-6-O-(TERT-BUTYLDIPHENYL&(CAS DataBase Reference)
• NIST Chemistry Reference: 3 4-DI-O-ACETYL-6-O-(TERT-BUTYLDIPHENYL&(312692-93-6)
• EPA Substance Registry System: 3 4-DI-O-ACETYL-6-O-(TERT-BUTYLDIPHENYL&(312692-93-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 312692-93-6(Hazardous Substances Data)

Upstream product

• 65620-65-7 1,2,3,4-tetra-O-acetyl-D-glucopyranose 
• 4098-06-0 triacetyl-D-galactal 
• 87316-22-1 1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-lyxo-hex-1-enitol 
• 108-24-7 acetic anhydride 
• 21193-75-9 D-galactal 
• 2873-29-2 D-glucal triacetate 
• 13265-84-4 D-glucal 
• 224778-57-8 1,2,3,4-tetra-O-acetyl-6-O-tert-butyldiphenylsilyl-α/β-D-glucopyranose 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 180072-36-0 2,3,4-tri-O-acetyl-6-O-[(1,1-dimethylethyl)diphenylsilyl]-α-D-glucopyranosyl bromide 
• 87316-22-1 (2R,3S,4R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol 

Relevant articles and documents

2-nitroglycal and efficient synthesis method thereof

The invention discloses an efficient synthesis method of 2-nitroglycal, and belongs to the technical field of synthesis of sugar. The structure of the 2-nitroglycal is shown in the specification. Secondly, the invention also provides a preparation method of the 2-nitro saccharide alkene, and the preparation method provided by the invention can be used for efficiently preparing the 2-nitroglycal through one-step synthesis.

Rapid preparation of variously protected glycals using titanium(III)

Glycosyl chlorides and bromides can be rapidly converted to glycals in high yield by reaction with (Cp2Ti[III]Cl)2. This reagent tolerates a wide range of common carbohydrate protecting groups, including silyl ethers, acetals, and esters; the methodology provides a general route for the preparation of glycals substituted with both acid- and base-labile functionality. A reaction mechanism is proposed that is based on heteroatom abstraction to give an intermediate glycosyl radical. This radical reacts with a second equivalent of Ti(III) to yield a glycosyltitanium(IV) species. β-Heteroatom elimination from the glycosyltitanium(IV) complex gives the glycal.

Variously substituted glycals are readily prepared from glycosyl bromides using (Cp2TiCl)2

Glycosyl halides, variously substituted with ether, acetal, or ester protecting groups, were converted to the corresponding glycals in high yield by reaction with (Cp2TiCl)2. A glycosyl chloride was less reactive than the analogous bromide.

Convenient preparations of 2,3-dihydro-4H-pyran-4-ones from D-glucal triacetate: Selective oxidations of allylic acetates and allylic silyl ethers using N-bromosuccinimide

N-Bromosuccinimide (1.1 eq) in the presence of potassium carbonate (2 eq) and a catalytic amount of dibenzoyl peroxide converts the allylic acetates and the allylic silyl ethers (O-TBDMS or O-SiEt3) of secondary allylic alcohols, derived from D-glucal 3a into corresponding dihydro γ-pyrones 2.