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Chemical Structure| 87392-05-0 Chemical Structure| 87392-05-0
Chemical Structure| 87392-05-0

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Synonyms: (R)-(+)-Tetrahydrofuran-2-carboxylic acid; (R)-Tetrahydrofuran-2-carboxylic acid

4.5 *For Research Use Only !

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Product Details of (R)-(+)-Tetrahydro-2-furoic acid

CAS No. :87392-05-0
Formula : C5H8O3
M.W : 116.12
SMILES Code : O1CCC[C@@H]1C(=O)O
Synonyms :
(R)-(+)-Tetrahydrofuran-2-carboxylic acid; (R)-Tetrahydrofuran-2-carboxylic acid
MDL No. :MFCD00211271
InChI Key :UJJLJRQIPMGXEZ-SCSAIBSYSA-N
Pubchem ID :2734707

Safety of (R)-(+)-Tetrahydro-2-furoic acid

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P501-P270-P264-P280-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405
Class:8
UN#:3265
Packing Group:

Application In Synthesis of (R)-(+)-Tetrahydro-2-furoic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 87392-05-0 ]

[ 87392-05-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 16874-34-3 ]
  • [ 87392-07-2 ]
  • [ 87392-05-0 ]
  • ethyl (S)-tetrahydrofuran-2-carboxylate [ No CAS ]
  • ethyl (R)-tetrahydrofuran-2-carboxylate [ No CAS ]
  • 2
  • [ 718632-46-3 ]
  • [ 87392-05-0 ]
  • [ 1041017-26-8 ]
YieldReaction ConditionsOperation in experiment
86% Preparation of compound 89a: (R)-5-tert-butyl 2-ethyl 6,6-dimethyl-3-(tetrahydrofuran-2-carboxamido)pyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate (R)-tetrahydrofuran-2-carboxylic acid (1.39 g, 12.0 mmol) was dissolved in dichloromethane (24 mL) and cooled to 0 C. Oxalyl chloride (4.57 g, 36.0 mmol) was added dropwise, followed by DMF (25 uL). After stirring for 3 hours at 0 C., the solution was concentrated to dryness then rotavop over DME (2×5 mL) to remove residual oxalyl chloride, then redissolved in DME (8.0 mL). In another flask, <strong>[718632-46-3]5-tert-butyl 2-ethyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-2,5(4H,6H)-dicarboxylate</strong> I(G) (1.95 g, 6.0 mmol) and diisopropyl ethyl amine (2.09 mL, 12.0 mmol) were dissolved in dichloromethane (8.0 mL) and cooled to 0 C. The acid chloride solution was added dropwise, causing fuming and raising the internal temperature to 15 C. Reaction was at 0 C. for 5 hours. Aqueous workup using NaHCO3 and DME followed by silica gel column provided 89a (2.2572 g, 86%) as a white foam. 1HNMR (300 MHz, dmso-d6) delta: 1.35 (t, J=7.1 Hz, 3H), [1.42 (s), 1.45 (s), 9H together], 1.57 (dd, J=2.8, 6.6 Hz, 6H), 1.86 (m, 2H), 1.96 (m, 1H), 2.23 (m, 1H), 3.91 (m, 2H), 4.47 (m, 5H), 10.80 (s, 1H). LCMS (APCI, M+H+): 423. Anal. (C20H30N4O6.0.15 EtOAc) C, H, N.
 

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