2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID

Product Name: 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID
CAS No.: 54622-95-6
Chemical Name: 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID
Synonyms: 2,3Isopropylidene-1methyl-D-ribosic acid, 97%;2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID;2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid-97%;methyl 2,3-o-isopropylidene-á-d-ribofuranosiduronic acid;Methyl 2,3-O-isopropylidene-beta-D-ribofuranosiduronic acid;Methyl 2,3-O-(1-methylethylidene)-β-D-ribofuranosiduronic acid;β-D-Ribofuranosiduronic acid, methyl 2,3-O-(1-methylethylidene)-;1-Methoxy-2,3-O-isopropylidene-β-D-ribofuranosyl-5-carboxylic acid;(3AS,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid;(3AS,6R,6AR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid
CBNumber: CB4190837
Molecular Formula: C9H14O6
Formula Weight: 218.2
MOL File: 54622-95-6.mol

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2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID Property

Melting point:: 129-130°C
Boiling point:: 341.6±42.0 °C(Predicted)
Density: 1.34±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in methanol.
pka: 2.67±0.60(Predicted)
Appearance: White to light yellow Solid
optical activity: -67.369° (C=0.01 g/ml, CHCL3)
InChI: InChI=1/C9H14O6/c1-9(2)14-4-5(7(10)11)13-8(12-3)6(4)15-9/h4-6,8H,1-3H3,(H,10,11)/t4-,5,6-,8/s3
InChIKey: BTFKDZSYIKUCGF-DSRBPVEZNA-N
SMILES: [C@]12([H])OC(C)(C)O[C@@]1([H])C(OC2C(=O)O)OC |&1:0,7,r|

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Safety

Safety Statements: 22-24/25

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: A790098
Product name: (3AS,6R,6AR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylicAcid
Packaging: 100mg
Price: $60
Updated: 2021/12/16

Biosynth Carbosynth

Product number: MI64896
Product name: 2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid
Packaging: 1g
Price: $74
Updated: 2021/12/16

Biosynth Carbosynth

Product number: MI64896
Product name: 2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid
Packaging: 2g
Price: $116
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CRB0000159
Product name: 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID
Purity: 95.00%
Packaging: 250MG
Price: $138.6
Updated: 2021/12/16

Biosynth Carbosynth

Product number: MI64896
Product name: 2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid
Packaging: 5G
Price: $240
Updated: 2021/12/16

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2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID Chemical Properties,Usage,Production

Synthesis

4099-85-8

54622-95-6

General procedure for the synthesis of 2,3-o isopropylidene-1-o-methyl-d-ribonucleic acid from (3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxydan-4-yl)methanol: At 0 °C, KBr (1.70 g, 14.7 mmol) and TEMPO (0.383 g 2.45 mmol) were added to a solution of (3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol (10.0 g, 49.0 mmol) in EtOAc (100 mL), followed by the titrative addition of NaOCl (12%, 39.5 mL. 63.7 mmol). The reaction solution was adjusted to pH 2 with 35% HCl, followed by the addition of 25% aqueous NaCl (5.76 g, 63.7 mmol) over 30 min, keeping stirring at room temperature. The reaction lasted for 7 h and was completed. The pH was adjusted to 2-3 and the product was extracted with EtOAc. The organic phases were combined, washed with brine, dried over MgSO4, filtered and the solvent was concentrated under reduced pressure to give the crude product. The crude product was purified by recrystallization from n-hexane in hot CH2Cl2 to give a white solid; Yield: 10.68 g (quantitative); Melting point: 128.5-129.5 °C (literature value 27b: 129-131 °C); [α]D20.5 -67.29 (c 2.47, CHCl3).1H NMR (CDCl3, 400 MHz): δ= 10.69 (s, 1H), 5.20 (d, J = 6.3Hz, 1H), 5.09 (s, 1H), 4.69 (s, 1H), 4.59 (d, J = 6.0Hz, 1H), 3.45 (s, 3H), 1.50 (s, 3H), 1.34 (s, 3H).

References

[1] Chemistry - A European Journal, 2006, vol. 12, # 20, p. 5246 - 5252
[2] Synthesis (Germany), 2017, vol. 49, # 18, p. 4299 - 4302
[3] Tetrahedron, 1991, vol. 47, # 4-5, p. 715 - 724
[4] Journal of the American Chemical Society, 1958, vol. 80, p. 5168,5173
[5] Journal of Medicinal Chemistry, 2004, vol. 47, # 16, p. 4041 - 4053

2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID Suppliers

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View Lastest Price from 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID manufacturers

Career Henan Chemical Co

Product: 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID 54622-95-6?
Price: US $1.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 100KG
Release date: 2018-12-21

54622-95-6, 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACIDRelated Search:

2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID 2,3-O-ISOPROPYLIDENE-D-ERYTHROSE

2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID

Methyl 2,3-O-isopropylidene-beta-D-ribofuranosiduronic acid

methyl 2,3-o-isopropylidene-á-d-ribofuranosiduronic acid

2,3Isopropylidene-1methyl-D-ribosic acid, 97%

(3aS,4S,6R,6aR)-6-Methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

(3AS,6R,6AR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid

(3AS,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

1-Methoxy-2,3-O-isopropylidene-β-D-ribofuranosyl-5-carboxylic acid

Methyl 2,3-O-(1-methylethylidene)-β-D-ribofuranosiduronic acid

β-D-Ribofuranosiduronic acid, methyl 2,3-O-(1-methylethylidene)-

2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid-97%

(3aS,4S,6R,6aR)-6-Methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid - [M89328]

54622-95-6