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Chemical Structure| 567-35-1 Chemical Structure| 567-35-1

Structure of 567-35-1

Chemical Structure| 567-35-1

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Product Details of [ 567-35-1 ]

CAS No. :567-35-1
Formula : C5H9NO3
M.W : 131.13
SMILES Code : O=C([C@H]1NCC[C@H]1O)O
MDL No. :MFCD06796744

Safety of [ 567-35-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H317
Precautionary Statements:P280

Application In Synthesis of [ 567-35-1 ]

* 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 [ 567-35-1 ]

[ 567-35-1 ] Synthesis Path-Downstream   1~36

  • 1
  • [ 125787-20-4 ]
  • [ 567-35-1 ]
  • 3
  • [ 186132-96-7 ]
  • [ 567-35-1 ]
  • 4
  • [ 161993-49-3 ]
  • [ 567-35-1 ]
  • 5
  • [ 147214-63-9 ]
  • [ 56-41-7 ]
  • [ 56-45-1 ]
  • [ 52-90-4 ]
  • [ 567-35-1 ]
  • 6
  • [((8R,11S)-11-[(2S,3R)-1-((S)-2-Amino-propionyl)-3-hydroxy-pyrrolidine-2-carbonyl]-amino}-2,4-dihydroxy-10,14-dioxo-5,7,8,9,10,11,12,14-octahydro-13-oxa-6-thia-9-aza-benzocyclododecene-8-carbonyl)-amino]-acetic acid [ No CAS ]
  • [ 56-45-1 ]
  • [ 52-90-4 ]
  • [ 567-35-1 ]
  • [ 56-40-6 ]
  • 7
  • (S)-2-[((8R,11S)-11-[(2S,3R)-1-((S)-2-Amino-propionyl)-3-hydroxy-pyrrolidine-2-carbonyl]-amino}-2,4-dihydroxy-10,14-dioxo-5,7,8,9,10,11,12,14-octahydro-13-oxa-6-thia-9-aza-benzocyclododecene-8-carbonyl)-amino]-propionic acid [ No CAS ]
  • [ 56-41-7 ]
  • [ 56-45-1 ]
  • [ 52-90-4 ]
  • [ 567-35-1 ]
  • 8
  • GR122222X [ No CAS ]
  • [ 56-41-7 ]
  • [ 56-45-1 ]
  • [ 52-90-4 ]
  • [ 567-35-1 ]
  • 9
  • (S)-4-Amino-5-[(2S,3R)-2-((8R,11S)-8-carbamoyl-2,4-dihydroxy-1-methyl-10,14-dioxo-5,7,8,9,10,11,12,14-octahydro-13-oxa-6-thia-9-aza-benzocyclododecen-11-ylcarbamoyl)-3-hydroxy-pyrrolidin-1-yl]-5-oxo-pentanoic acid [ No CAS ]
  • [ 56-45-1 ]
  • [ 52-90-4 ]
  • [ 567-35-1 ]
  • 10
  • [ 147-85-3 ]
  • [ 567-35-1 ]
YieldReaction ConditionsOperation in experiment
> 95%Chromat. With hydrogenchloride; alpha-ketoglutaric acid; ammonium iron (II) sulfate; L-proline cis-3-hydroxylase type I; sodium L-ascorbate; In aq. buffer; at 21℃; for 14h;pH 6.5;Enzymatic reaction; General procedure: Analytical scale proline hydroxylase (PH) incubations were performed by sequential addition of the reagents in Table S1 to a 1.5 mL Eppendorf tube (100 muL final volume): The incubation mixture was kept at 21 C for 14 h (unless otherwise stated). To quench the reaction, an equal volume of methanol was added and the mixture cooled on ice for 10 min before centrifugation (13,000g for 3 min); the quenching methanol contained 0.25 mM p-aminosalicylic acid (pASA) as an internal standard. The supernatant was decanted and analysed by an LC/MS. ?Negative controls? were performed in parallel, but with substitution of 50 mM MES-NaOH, pH 6.5 for the enzyme solution.
  • 13
  • (2R,3R)-2-Benzyloxymethyl-pyrrolidin-3-ol [ No CAS ]
  • [ 567-35-1 ]
  • 17
  • 2-((4R,5R)-4-Benzyloxymethyl-2-oxo-oxazolidin-5-yl)-propionic acid methyl ester [ No CAS ]
  • [ 567-35-1 ]
  • 18
  • [ 87125-48-2 ]
  • [ 567-35-1 ]
  • 19
  • [ 186132-95-6 ]
  • [ 567-35-1 ]
  • 20
  • (2R,3S)-3-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester [ No CAS ]
  • [ 567-35-1 ]
  • 21
  • (2S,3R)-3-Acetoxy-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester [ No CAS ]
  • [ 567-35-1 ]
  • 22
  • (3R,4R)-4-Amino-5-benzyloxy-pentane-1,3-diol [ No CAS ]
  • [ 567-35-1 ]
  • 23
  • [ 174541-86-7 ]
  • [ 567-35-1 ]
  • 24
  • [ 24424-99-5 ]
  • [ 567-35-1 ]
  • [ 186132-96-7 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In methanol; at 20℃; for 23.5h;Reflux; General procedure: To a stirred solution of trans-L-4-hydroxyproline i (2.0 g,15.3 mmol) in MeOH (36.0 mL) was added Et3N (4.0 mL,28.7 mmol) and Boc anhydride (6.7 g, 30.5 mmol) and the reaction was refluxed for 3.5 h, cooled to room temperature, and stirred for 20 h. Solvent was removed under vacuum and the residue cooled to 0oC. Following the addition of NaH2PO4 (150 mg), the solution was acidified to pH 2 with 0.5 M HCl.The mixture was stirred at 0oC for 30 min before extractingthe product with EtOAc (420 mL). The combined organic layers were dried with MgSO4 and filtered. The solvent was removed under vacuum yielding v as a white foam (3.23 g,14 mmol, 92 %)
  • 25
  • [ 1262015-07-5 ]
  • [ 567-35-1 ]
  • 26
  • [ 166383-67-1 ]
  • [ 567-35-1 ]
YieldReaction ConditionsOperation in experiment
90% 200 g of compound VII was dissolved in 200 mL of dichloromethane and 200 mL of trifluoroacetic acid at 0 C, stirred at room temperature for 2 h, and the solvent was evaporated under reduced pressure. The concentrate was dissolved in 200 mL of methanol, and 200 mL of propylene oxide was slowly added dropwise at room temperature for 2 h. The low boiling organic matter is removed, and the residue is recrystallized from ethanol and water (10:1) to give compound VIII.White solid 66g,The yield was 90%.
  • 28
  • [ 147-85-3 ]
  • [ 567-35-1 ]
  • [ 618-27-9 ]
  • 30
  • [ 567-35-1 ]
  • C8H11NO3 [ No CAS ]
  • 31
  • [ 567-35-1 ]
  • [ 1432734-10-5 ]
  • 32
  • [ 24424-99-5 ]
  • [ 567-35-1 ]
  • C13H19NO5 [ No CAS ]
  • 33
  • potassium phosphate [ No CAS ]
  • 5-(4-bromo-7,8,9,10-tetrahydro-6-oxa-2,10a-diazacycloocta[cd]inden-1-yl)-N,N-bis(4-methoxybenzyl)benzo[d]oxazol-2-amine [ No CAS ]
  • [ 567-35-1 ]
  • [ 18107-18-1 ]
  • (2S,3R)-methyl 1-(1-(2-(bis(4-methoxybenzyl)amino)benzo[d]oxazol-5-yl)-7,8,9,10-tetrahydro-6-oxa-2,10a-diazacycloocta[cd]inden-4-yl)-3-hydroxypyrrolidine-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% In Petroleum ether; Step 2: (2S,3R)-Methyl 1-(1-(2-(bis(4-methoxybenzyl)amino)benzo[d]oxazol-5-yl)-7,8,9,10-tetrahydro-6-oxa-2,10a-diazacycloocta[cd]inden-4-yl)-3-hydroxypyrrolidine-2-carboxylate A mixture of 5-(4-bromo-7,8,9,10-tetrahydro-6-oxa-2,10a-diazacycloocta[cd]inden-1-yl)-N,N-bis(4-methoxybenzyl)benzo[d]oxazol-2-amine (348 mg, 0.544 mmol), <strong>[567-35-1](2S,3R)-3-hydroxypyrrolidine-2-carboxylic acid</strong> (234 mg, 1.78 mmol), copper(I) iodide (101 mg, 0.534 mmol) and potassium phosphate (509 mg, 2.40 mmol) in DMSO (12.0 mL) was degassed with nitrogen. The reaction mixture was heated under microwave irradiation for 2 h at 100 C. The reaction mixture was filtered. The filtrate was diluted with ethyl acetate (15.0 mL) and treated with (diazomethyl)trimethylsilane (40.0 mL, 2 mol/L solution in hexane) dropwise with stirring at room temperature. The reaction mixture was stirred for 6 h at room temperature and diluted with water, extracted with ethyl acetate, washed with brine and evaporated in vacuo. The resultant residue was purified via flash chromatography on silica gel (solvent gradient, 0-100% ethyl acetate in petroleum ether) to yield 160 mg (52%) of the title compound as a yellow solid. LCMS (ESI): [M+H]+=704.
  • 34
  • [ 567-35-1 ]
  • [ 130966-46-0 ]
References: [1],2020.
  • 35
  • [ 567-35-1 ]
  • 1-(tert-butyl)-2-methyl (2R,3S)-3-iodopyrrolidine-1,2-dicarboxylate [ No CAS ]
References: [1],2020.
  • 36
  • [ 67-56-1 ]
  • [ 567-35-1 ]
  • [ 496841-08-8 ]
References: [1],2020.
 

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