(1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

Base Information

Chemical Name:(1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol
CAS No.:161284-40-8
Molecular Formula:C₂₂H₂₈O₄
Molecular Weight:356.462
Hs Code.:

Synonyms:(1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

Suppliers and Price of (1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

Chemical Property:

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Technology Process of (1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

There total 3 articles about (1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 50866-82-5
2,3:4,5-di-O-isopropylidene-aldehydo-D-ribose

: 161284-40-8
(1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) Et₃N, Ac₂O, DMAP / 1.) THF, -100 deg C, 0.5 h; 2.) THF, rt, 1.5 h

2: cyclohexane; diethyl ether / 0.5 h / -78 °C

With dmap; acetic anhydride; triethylamine; In diethyl ether; cyclohexane;
DOI:10.1002/hlca.19940770620

Reference yield:

: 591-51-5
phenyllithium

: 161284-39-5
1-C-(cyclopenta-2,4-dienylidene)-1-deoxy-2,3:4,5-di-O-isopropylidene-D-ribitol

: (1S)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

: 161284-40-8
(1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

: (1S)-1-C-(cyclopenta-1',4'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

: 161284-38-4
(1R)-1-C-(cyclopenta-1',4'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

Guidance literature:: In diethyl ether; cyclohexane; at -78 ℃; for 0.5h; Yield given. Yields of byproduct given;
DOI:10.1002/hlca.19940770620

Reference yield:

: sodium cyclopentadienide

: 217309-46-1
5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose

: 591-51-5
phenyllithium

: (1S)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

: 161284-40-8
(1R)-1-C-(cyclopenta-1',3'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

: (1S)-1-C-(cyclopenta-1',4'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

: 161284-38-4
(1R)-1-C-(cyclopenta-1',4'-dienyl)-1-deoxy-2,3:4,5-di-O-isopropylidene-1-C-phenyl-D-ribitol

Guidance literature:: With tetrabutyl ammonium fluoride; Yield given. Multistep reaction. Yields of byproduct given; 1.)THF, rt, 1.3 h; 2.) cyclohexane/Et₂O/THF, -78 to 0 deg C, 1h 25 min; 3.) THF, rt, 30 min;
DOI:10.1002/hlca.19940770620