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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
Molecular Weight:
218.2
MDL Number:
MFCD01632660
MOL File:
54622-95-6.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:51

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

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|

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  22-24/25
NFPA 704
1
0 0

2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC A790098 (3AS,6R,6AR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylicAcid 54622-95-6 100mg $60 2021-12-16 Buy
Biosynth Carbosynth MI64896 2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid 54622-95-6 1g $74 2021-12-16 Buy
Biosynth Carbosynth MI64896 2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid 54622-95-6 2g $116 2021-12-16 Buy
American Custom Chemicals Corporation CRB0000159 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID 95.00% 54622-95-6 250MG $138.6 2021-12-16 Buy
Biosynth Carbosynth MI64896 2,3-O-Isopropylidene-1-O-methyl-D-ribosic acid 54622-95-6 5G $240 2021-12-16 Buy
Product number Packaging Price Buy
A790098 100mg $60 Buy
MI64896 1g $74 Buy
MI64896 2g $116 Buy
CRB0000159 250MG $138.6 Buy
MI64896 5G $240 Buy

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

Synthesis

Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside

4099-85-8

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

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

4099-85-8
54622-95-6
Synthesis of 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID from Methyl-2,3-O-isopropylidene-beta-D-ribofuranoside

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

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

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2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID pictures 2025-04-04 2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID
54622-95-6
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
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US $1.00 / kg 1kg 98% 100KG Career Henan Chemical Co

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

54622-95-6(2,3-O-ISOPROPYLIDENE-1-O-METHYL-D-RIBOSIC ACID)Related Search:

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