154659-20-8

Basic information

• Product Name: (2S,3R,4R)-2--1-(tert-butyldimethylsilyloxy)octadecane-3,4-diol
• Synonyms: (2S,3R,4R)-2--1-(tert-butyldimethylsilyloxy)octadecane-3,4-diol
• CAS NO: 154659-20-8
• Molecular Weight: 565.91
• Mol File: 154659-20-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R,4R)-2--1-(tert-butyldimethylsilyloxy)octadecane-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4R)-2--1-(tert-butyldimethylsilyloxy)octadecane-3,4-diol(154659-20-8)
• EPA Substance Registry System: (2S,3R,4R)-2--1-(tert-butyldimethylsilyloxy)octadecane-3,4-diol(154659-20-8)

Safety Data

• Hazardous Substances Data: 154659-20-8(Hazardous Substances Data)

Upstream product

• 154161-05-4 L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester 
• 154659-09-3 (R)-benzyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate 
• 501-53-1 benzyl chloroformate 
• 1676-81-9 N-benzyloxycarbonyl-L-serine methyl ester 
• 2765-11-9 n-pentadecanal 
• 154161-01-0 [(2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-ethyl]-carbamic acid benzyl ester 

Relevant articles and documents

Pinacol cross coupling of 2-[N-(alkoxycarbonyl)amino] aldehydes and aliphatic aldehydes by [V2Cl3(THF)6]2[Zn2Cl 6]. Synthesis of syn,syn-3-[N-(alkoxycarbonyl)amino] 1,2-diols

Slow addition of 2-[N-(alkoxycarbonyl)amino] aldehydes to mixtures of [V2Cl3(THF)6]2[Zn2Cl 6] and aliphatic aldehydes gave syn,syn-3-[N-(alkoxycarbonyl)amino] 1,2-diols in good yield and high enantiomeric purity (>99:1). The alkyl group of the N-alkoxycarbonyl was shown to influence the yield: Me > allyl > Bn > t-Bu. Only the syn,syn diastereomer was observed (>20:1), except with N-Cbz-alaninal (10:1:1), O-benzyl-N-Cbz-serinal (7:1), and N-Cbz-prolinal (5:1 to 12:1). A new serinai derivative, N-Cbz-O-TBS-serinal, was cross coupled with n-pentadecanal to give a derivative of xylo-D-C18-phytosphingosine.