(R)-1-N-Boc-beta-proline

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Company Name: ITIC MEDCHEM(SUZHOU) CO.,LTD.  Gold
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(R)-1-N-Boc-beta-proline Basic information
Product Name:(R)-1-N-Boc-beta-proline
Synonyms:(S)-1-N-BOC-BETA-PROLINE;S-1-BOC-PYRROLIDINE-3-CARBOXYLIC ACID;(S)-PYRROLIDINE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;BOC-L-B-PROLINE;BOC-(3S)-1-PYRROLIDINE-3-CARBOXYLIC ACID;(3S)-BOC-1-PYRROLIDINE-3-CARBOXYLIC ACID;(3S)-BOC-BETA-PRO-OH;(3R)-1-(tertbutoxycarbonyl)pyrrolidine-3-carboxylic acid
CAS:72925-16-7
MF:C10H17NO4
MW:215.25
EINECS:674-617-4
Product Categories:pharmacetical;Pyrrole&Pyrrolidine&Pyrroline
Mol File:72925-16-7.mol
(R)-1-N-Boc-beta-proline Structure
(R)-1-N-Boc-beta-proline Chemical Properties
Melting point 138-143°C
Boiling point 337.2±35.0 °C(Predicted)
density 1.201±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Soluble in Dimethyl sulfoxide (DMSO).
form solid
pka4.47±0.20(Predicted)
color White to off-white
Optical Rotation[α]/D -15.0, c = 0.5% in chloroform
InChIInChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-5-4-7(6-11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m1/s1
InChIKeyHRMRQBJUFWFQLX-SSDOTTSWSA-N
SMILESN1(C(OC(C)(C)C)=O)CC[C@@H](C(O)=O)C1
CAS DataBase Reference72925-16-7(CAS DataBase Reference)
Safety Information
Hazard Codes N
Risk Statements 36/37/38-50
Safety Statements 26-36/37/39-61
RIDADR UN 3077 9 / PGIII
WGK Germany 3
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsAquatic Acute 1
MSDS Information
(R)-1-N-Boc-beta-proline Usage And Synthesis
UsesIt is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.
Synthesis
Methyl 1-Boc-3-pyrrolidinecarboxylate

122684-33-7

(R)-1-N-Boc-beta-proline

72925-16-7

General procedure for the synthesis of (R)-1-Boc-3-carboxypyrrolidine from methyl 1-Boc-pyrrolidine-3-carboxylate: sodium hydroxide (0.80 g, 20.00 mmol) was dissolved in water (15 mL), and this solution was added to a methanol (30 mL) solution of methyl 1-Boc-pyrrolidine-3-carboxylate (2.30 g, 10.00 mmol). . The reaction mixture was allowed to react for 3 hours with stirring at room temperature. After the reaction was completed, the methanol was removed by concentration under reduced pressure. The pH of the remaining solution was adjusted to 4 with 2 M glacial acetic acid and then extracted with dichloromethane (50 mL x 3). The organic phases were combined and dried with anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give 1.80 g of an oily product in 83.00% yield.

References[1] Organic Letters, 2005, vol. 7, # 15, p. 3287 - 3289
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 1, p. 94 - 104
[3] European Journal of Organic Chemistry, 2005, # 4, p. 673 - 682
[4] Patent: CN106336413, 2017, A. Location in patent: Paragraph 0453; 0454; 0455
[5] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 2052 - 2059
Tag:(R)-1-N-Boc-beta-proline(72925-16-7) Related Product Information
(S)-1-N-BOC-BETA-PROLINE Cyclohexanecarboxylic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,3S)- 1-(tert-Butoxycarbonyl)-3-pyrrolidinol (R)-1-Boc-3-Hydroxypiperidine BOC-1,3-CIS-ACHC-OH (1R,2S,3R,4R)-2,3-DIHYDROXY-4-(HYDROXYMETHYL)-1-AMINOCYCLOPENTANE HYDROCHLORIDE R/S-1-N-Boc-beta-proline (R)-1-N-BOC-BETA-PROLINE 1-Boc-Pyrrolidine (R)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester (S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester 1-N-BOC-BETA-PROLINE