924298-44-2

Upstream product

• 924298-43-1 (2R,3S,4S,5R)-2,3,4-tri-benzyloxy-5-benzyloxymethyl-cyclohexanone 
• 942155-71-7 tert-butyldimethylsilyl 2,3,4,6-tetra-O-benzyl-5a-carba-α-D-galactopyranoside 
• 942155-68-2 2D-(2,3/4,5)-2,3,4-tri-O-benzyl-5-O-(tert-butyldimethylsilyl)tetrahydroxycyclohexanone 
• 942155-69-3 tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-6-deoxy-5a-carba-α-L-arabino-hex-5-enopyranoside 
• 942155-70-6 tert-butyldimethylsilyl 2,3,4-tri-O-benzyl-5a-carba-α-D-galactopyranoside 
• 174851-25-3 (2R,3R,4S,5S)-2,3,4-Tris-benzyloxy-5-hydroxy-cyclohexanone 
• 924298-40-8 methoxymethyl 2-O-benzyl-5a-carba-β-D-galactopyranoside 
• 924298-36-2 (1R,2S,5S)-5-(tert-butyl-diphenylsilanyloxymethyl)-1-methoxymethoxy-2-hydroxy-cyclohex-3-ene 
• 924298-37-3 (1R,2S,5S)-5-(tert-butyl-diphenylsilanyloxymethyl)-1-methoxymethoxy-2-benzyloxy-cyclohex-3-ene 
• 677745-85-6 (1R,2S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-cyclohex-3-ene-1,2-diol 
• 100-39-0 benzyl bromide 
• 1429687-82-0 C₁₁H₁₂O 
• 100-51-6 benzyl alcohol 
• 95832-76-1 (E)-((buta-1,3-dien-1-yloxy)methyl)benzene 

Downstream Products

• 942155-72-8 (2S,3S,4R)-1-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-galactopyranosyl)-2-N-benzylamino-3,4-O-isopropylideneoctadecane-1,3,4-triol 
• 942155-73-9 (2S,3S,4R)-2-N-benzylamino-1-O-(2,3,4,6-tetra-O-benzyl-5a-carba-α-D-galactopyranosyl)octadecane-1,3,4-triol 
• 942155-74-0 C₂₅H₅₁NO₇ 

Relevant academic research and scientific papers

Concise Stereocontrolled Synthesis of an α-Carbagalactose Segment of RCAI-56, a Candidate Anticancer Agent

RCAI-56 is a synthetic glycolipid exhibiting a potent antitumor activity by stimulation of natural killer T cells. Tetra- O -benzyl-α-carbagalactose, an important synthetic segment of RCAI-56, was stereoselectively synthesized from 1,4-dichloro-2-butene in nine steps, including the key step of organocatalytic asymmetric Diels-Alder reaction between acrolein and 1-benzyloxybutadiene.

METHOD FOR PRODUCING α-CARBAGALACTOSE COMPOUND

PROBLEM TO BE SOLVED: To provide an α-carbagalactose compound production intermediate, and a novel production method for an α-carbagalactose compound. SOLUTION: The present invention provides a compound of formula (3), and a method for producing an α-carbagalactose compound (9) from a compound (8) produced with the compound (3) as an intermediate. [Bn is a benzyl group]. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

RCAI-37, 56, 59, 60, 92, 101, and 102, cyclitol and carbasugar analogs of KRN7000: Their synthesis and bioactivity for mouse lymphocytes to produce Th1-biased cytokines

Cyclitol [RCAI-37 (1), 59 (5), 92 (7), and 102 (2)] and carbasugar analogs [RCAI-56 (3), 60 (4), and 101 (6)] of KRN7000 were synthesized through coupling reactions of the corresponding cyclitol or carbasugar derivatives with a cyclic sulfamidate (9) as t

RCAI-56, a carbocyclic analogue of KRN7000: its synthesis and potent activity for natural killer (NK) T cells to preferentially produce interferon-γ

RCAI-56 (3), a carbocyclic analogue of KRN7000 (1) was synthesized through an efficient coupling of a carba-α-d-galactose derivative 11 with cyclic sulfamidate derivative 13 of phytosphingosine to give 15. Carbasugar derivative 11 was prepared by starting

Practical syntheses of optically active carbagalactose and their potential application to the carbocyclic analogues of KRN7000

Carba-α- and β-d-galactose derivatives were efficiently prepared from a cyclohex-3-ene-1,2-diol derivative 1. Regioselective inversion of 2-OH, and stereoselective dihydroxylation of 1 were accomplished to provide a carba-β-d-galactose derivative 6 in a g