(1S,3S,5R,6S,8S,10R,11S,13S,15R,16S,18S,20R,21S,23S,25R,26S,28S,30R,31S,33S,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol

Base Information

• Chemical Name: (1S,3S,5R,6S,8S,10R,11S,13S,15R,16S,18S,20R,21S,23S,25R,26S,28S,30R,31S,33S,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• CAS No.: 7585-39-9
• Molecular Formula: C42H70O35
• Molecular Weight: 1135
• Hs Code.: 29400000
• European Community (EC) Number: 231-493-2
• Mol file: 7585-39-9.mol

Synonyms:beta-cyclodextrin;betadex;cyclo-epta-amylose;Cycloheptaamylose;cyclomaltoheptaose

Chemical Property of (1S,3S,5R,6S,8S,10R,11S,13S,15R,16S,18S,20R,21S,23S,25R,26S,28S,30R,31S,33S,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 298-300 °C
• Refractive Index: 1.7500 (estimate)
• Boiling Point: 1578.5oC at 760 mmHg
• PKA: 11.73±0.70(Predicted)
• Flash Point: 908.5oC
• PSA: 554.05000
• Density: 1.624 g/cm3
• LogP: -15.23060
• Storage Temp.: +15C to +30C
• Solubility.: 1 M NaOH: 50 mg/mL
• Water Solubility.: Soluble in water and ammonium hydroxide.
• XLogP3: -15
• Hydrogen Bond Donor Count: 21
• Hydrogen Bond Acceptor Count: 35
• Rotatable Bond Count: 7
• Exact Mass: 1134.3697639
• Heavy Atom Count: 77
• Complexity: 1480

Purity/Quality:

99% ^*data from raw suppliers

Cyclomaltoheptaose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-20
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Polysaccharides
• Canonical SMILES: C(C1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(C(C7O)O)OC8C(OC(O2)C(C8O)O)CO)CO)CO)CO)CO)CO)O)O)O
• Isomeric SMILES: C([C@@H]1[C@@H]2[C@@H]([C@H]([C@@H](O1)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@H]([C@@H]([C@H]7O)O)O[C@@H]8[C@H](O[C@@H](O2)[C@@H]([C@H]8O)O)CO)CO)CO)CO)CO)CO)O)O)O
• Description: Cyclodextrins refer to a family of compounds consisting of sugar molecules bound together in ring (cyclic oligosaccharides). It is produced from starch through enzymatic conversion. Beta-cyclodextrin is the 7-membered sugar ring molecular form of cyclodextrin. Cyclodextrin has various applications. In the pharmaceutical industry, it can be used as complexing agents for increasing the solubility of poorly soluble drug as well as increasing their bioavailability and stability. It can also alleviate the gastrointestinal drug irritation, and prevent drug-drug and drug-excipient interactions. It can also be used in food, pharmaceutical, drug delivery, and chemical industries, as well as agriculture and environmental engineering.
• Uses: Use to solubilize non-polar compounds such as fatty acids, lipids and cholesterol. Reported useful for the selective precipitation of enantiomeric, positional or structural isomersβ-Cyclodextrin is used with dansyl chloride to form water-soluble complexes for fluorescent labeling of proteins. It is an active ingredient of household odor eliminator. It is also used in personal care products like toothpastes, skin creams and dusting powders. It finds applications in the cosmetic industry for products like detergents and perfumes for the controlled release of fragrances. Further, it is used to produce HPLC columns allowing chiral enantiomers separation. In addition to this, it is used to decrease the level of cholesterol in milk fat. β-Cyclodextrin is a cyclic oligosaccharide produced from starch via enzymatic conversion. β-Cyclodextrin is commonly used to produce HPLC columns allowing chiral enantiomers separation.

Technology Process of (1S,3S,5R,6S,8S,10R,11S,13S,15R,16S,18S,20R,21S,23S,25R,26S,28S,30R,31S,33S,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol

There total 159 articles about (1S,3S,5R,6S,8S,10R,11S,13S,15R,16S,18S,20R,21S,23S,25R,26S,28S,30R,31S,33S,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol 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: 30.0%

1-deoxy-1-fluoro-α-D-glucose (2106-10-7) → β‐cyclodextrin (7585-39-9) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With sodium hydroxide; cyclodextrin-α(1-4)glucosyltransferase; In water; at 45 ℃; for 0.333333h; pH=6.0, sodium acetate buffer;

DOI:10.1016/S0040-4039(00)85277-6

Reference yield:

C42H70O35*C9H10O3 → m-methoxyphenylacetic acid (1798-09-0) + β‐cyclodextrin (7585-39-9)

Guidance literature:

With phosphate buffer; In water-d2; at 25 ℃; Equilibrium constant; Thermodynamic data; standard molar enthalpy Δ_rH⁰, standard molar Gibbs energy Δ_rG⁰, standard molar entropy Δ_rS⁰;

DOI:10.1021/jp962715n

Reference yield:

C42H70O35*C10H12O2 → 4-Phenylbutyric acid (1821-12-1) + β‐cyclodextrin (7585-39-9)

Guidance literature:

With phosphate buffer; In water-d2; at 25 ℃; Equilibrium constant; Thermodynamic data; standard molar enthalpy Δ_rH⁰, standard molar Gibbs energy Δ_rG⁰, standard molar entropy Δ_rS⁰;

DOI:10.1021/jp962715n

upstream raw materials:

mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin

mono(6-azido-6-deoxy)β-cyclodextrin

6^A-O-<2-<4-(2-methylpropyl)phenyl>propanoyl>-β-cyclodextrin

6^A-O-<2-<4-(2-methylpropyl)phenyl>propanoyl>-β-cyclodextrin

Downstream raw materials:

6-deoxy-6-phenylthio-β-cyclodextrin

heptakis(2,3,6-tri-O-ethyl)-β-cyclodextrin

C₁₁₀H₁₅₄O₈₀S₄

1,2-dihydroxyethane-1,2-diylidene-1,1,2,2-tetrakis(benzene-3-sulfonic acid potassium salt)

Refernces

• 1、 Yamamoto, Yoshimasa,Suksawad, Patjaree,Pukkate, Nanthaporn,Horimai, Tatsuya,Wakisaka, Osamu,Kawahara, Sciichi. "Photoreactive nanomatrix structure formed by graft-copolymerization of 1,9-nonandiol dimethacrylate onto natural rubber". . p. 2418 - 2424. Retrieved 2010.
• 2、 Zhang, Jian-Qiang,Jiang, Kun-Ming,Xie, Xiao-Guang,Jin, Yi,Lin, Jun. "Water-soluble inclusion complexes of trans-polydatin by cyclodextrin complexation: Preparation, characterization and bioactivity evaluation". . p. 592 - 598. Retrieved 2016.
• 3、 Yoon,Hong,Martin,Czarnik. "A general method for the synthesis of cyclodextrinyl aldehydes and carboxylic acids". . p. 2792 - 2795. Retrieved 1995.
• 4、 Leng, Xuebing,Choi, Chi-Fung,Luo, Hai-Bin,Cheng, Yuen-Kit,Ng, Dennis K. P.. "Host - Guest interactions of 4-carboxyphenoxy phthalocyanines and β-cyclodextrins in aqueous media". . p. 2497 - 2500. Retrieved 2007.
• 5、 Cameron, Kenneth S.,Fletcher, Dan,Fielding, Lee. "An NMR study of cyclodextrin complexes of the steroidal neuromuscular blocker drug Rocuronium Bromide". . p. 251 - 260. Retrieved 2002.
• 6、 Zhang, Dengqing,Nie, Yong,Saha, Manik Lal,He, Zuoli,Jiang, Long,Zhou, Zhixuan,Stang, Peter J.. "Photoreversible [2] Catenane via the Host-Guest Interactions between a Palladium Metallacycle and β-Cyclodextrin". . p. 11807 - 11812. Retrieved 2015.
• 7、 Perveen, Shazia,Naqvi, Iftikhar Imam,Masood, Summyia. "Study of electron transfer reactions associated with benzyl viologen-β-cyclodextrin complexation in buffer solution of pH 7: Equilibrium and kinetic aspects". . p. 1981 - 1985. Retrieved 2020/09/02.
• 8、 Larsen, Dennis,Beeren, Sophie R.. "Enzyme-mediated dynamic combinatorial chemistry allows out-of-equilibrium template-directed synthesis of macrocyclic oligosaccharides". . p. 9981 - 9987. Retrieved 2019/11/14.