90126-25-3

Upstream product

• 90126-18-4 (4R,5R)-4,5-Bis-((R)-2-benzyloxy-1-methoxy-ethyl)-2,2-dimethyl-[1,3]dioxolane 
• 81841-56-7 O³,O⁴-isopropylidene-O¹,O⁶-ditrityl-D-mannitol 
• 3969-84-4 3,4-di-O-isopropylidene-D-mannitol 
• 90126-13-9 O³,O⁴-isopropylidene-O²,O⁵-dimethyl-O¹,O⁶-ditrityl-D-mannitol 
• 90126-15-1 (R)-2-[(4R,5R)-5-((R)-2-Hydroxy-1-methoxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methoxy-ethanol 

Downstream Products

• 1053653-16-9 Benzoic acid (1S,2R,3R)-4-benzyloxy-1-((R)-2-benzyloxy-1-methoxy-ethyl)-2-hydroxy-3-methoxy-butyl ester 
• 189702-29-2 Benzoic acid (1R,3R)-4-benzyloxy-1-((R)-2-benzyloxy-1-methoxy-ethyl)-3-methoxy-2-oxo-butyl ester 

Relevant academic research and scientific papers

Diastereoselective Grignard Additions to O-Protected Polyhydroxylated Ketones: A Reaction Controlled by Groundstate Conformation?

The O-protected polyhydroxy ketones 9-14 and 39, 42 add σ-type Grignard reagents with >90:10 stereoselectivity to give the 3,4-syn-adducts 17-22 and 43, 45, respectively, as the major diastereomers (Tables 1 and 2). The stereoselectivity is interpreted in terms of early transition states which are very close to the groundstate conformations shown in Figure 6 and 7. These demonstrate that the "top face" of the carbonyl group is much less shielded than the "bottom" face, Complexation phenomena are of minor importance. It is also shown that the classical transition state models (Felkin-Anh or chelate Cram) are not applicable to polyoxygenated ketones.

D-mannite derivatives as starting products for the synthesis of phospholipids

The mannite derivatives have the formula (1) wherein R' and R2, idenal or different, represent when they are identical a straight or branched alkyl, alkenyl or alkynyl group containing from 5 to 24 atoms of carbon which may be substituted by a cycloalkyl residue having from 3 to 6 atoms of carbon, an aryl, benzyloxy, allyloxy, mesyloxy residue and/or halogen atoms and when R' and R2 are different, they represent a straight or branched alkyl group with 1 to 24 atoms or carbon, which may be substituted by a cycloalkyl residue having from 3 to 6 atoms of carbon, an aryl, benzyloxy, allyloxy, mesyloxy residue and/or halogen atoms, with the possibility for R' of being also a trityl group. From said mannite derivatives, it is possible to obtain in a simple way and with good yields the phospholipids in the form of their optical stereo isomers. STR1