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(S)-Pro-xylane

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(S)-Pro-xylane Basic information

Product Name:
(S)-Pro-xylane
Synonyms:
  • (S)-Pro-xylane (Synonyms: (S)-Hydroxypropyl tetrahydropyrantriol)
  • (S)-Pro-xylane
  • L-glycero-L-gluco-Octitol, 1,5-anhydro-6,8-dideoxy-
  • βS2018
  • (S)-Pro xylane,Hydroxypropyl tetrahydropyrantriol
  • (S)-Hydroxypropyl tetrahydropyrantriol
  • Hydroxypropyl tetrahydropyranetriol
  • Xylose Impurity 14
CAS:
868156-46-1
MF:
C8H16O5
MW:
192.21
EINECS:
456-880-5
Product Categories:
  • 868156-46-1
  • 1
Mol File:
868156-46-1.mol
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(S)-Pro-xylane Chemical Properties

Boiling point:
376.0±42.0 °C(Predicted)
Density 
1.368±0.06 g/cm3(Predicted)
storage temp. 
4°C, away from moisture and light
solubility 
DMSO: 250 mg/mL (1300.66 mM)
pka
13.55±0.70(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1/C8H16O5/c1-4(9)2-6-8(12)7(11)5(10)3-13-6/h4-12H,2-3H2,1H3/t4-,5+,6-,7-,8-/s3
InChIKey
KOGFZZYPPGQZFZ-FHYXRTTRNA-N
SMILES
C([C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O)[C@@H](O)C |&1:1,4,6,8,10,r|
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(S)-Pro-xylane Usage And Synthesis

Description

(S)-Pro-xylane is the S-enantiomer of Pro-xylane. Pro-xylane, a biologically active C-glycoside in aqueous media, acts as an activator of glycosaminoglycans (GAGs) biosynthesis.

Uses

(S)-Pro-xylane (Hydroxypropyl tetrahydropyrantriol) is a C-glycoside, a xylose derivative, that stimulates the production of glycosaminoglycans (GAGs) and heparan sulfate proteoglycans (HSPGs) and induces a higher deposition of proteins in basement membranes and dermal-epidermal junctions (DEJs). Pro-xylane is used to maintain skin elasticity and improve skin aging.

Synthesis

In the autoclave, add 461g of intermediate 2,5 liters of isopropanol sequentially, seal the autoclave, replace the nitrogen 3 times, hydrogen displace 1 time, and then dissolve the catalyst [RuCl(cymene)(S-BINAP)] Cl (300mg) in 300mL of isopropanol solution underH2atmosphere, carefully add it to the autoclave, continue to fill hydrogen to 50kgf/cm2, and then heat up to about 60 °C, After stirring the reaction for 6h, stop the reaction, remove the material, and cool down the crystals to obtain βS-type Boseine products.The final product (S)-Pro-xylane can be obtained.

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