Select Region or Location
Americas
  • Argentina
  • Brazil
  • Canada
  • Mexico
  • United States
  • Other Americas
Europe
  • Austria
  • Belgium
  • Bulgaria
  • Croatia/Hrvatska
  • Cyprus
  • Czech Republic
  • Denmark
  • Estonia
  • Finland
  • France
  • Germany
  • Greece
  • Hungary
  • Ireland
  • Italy
  • Latvia
  • Liechtenstein
  • Lithuania
  • Luxembourg
  • Malta
  • Netherlands
  • Norway
  • Poland
  • Portugal
  • Romania
  • Slovak Republic
  • Slovenia
  • Spain
  • Sweden
  • Switzerland
  • Turkey
  • United Kingdom
  • Other Europe
Asia Pacific
  • Australia
  • China
  • India
  • Indonesia
  • Japan
  • Korea, Republic of
  • Malaysia
  • New Zealand
  • Philippines
  • Singapore
  • Thailand
  • Vietnam
  • Other Asia Pacific
Africa And Middle East
  • Egypt
  • Israel
  • Other Africa And Middle East
USD
Home Cart Sign in  
Chemical Structure| 1807537-35-4 Chemical Structure| 1807537-35-4

Structure of Tos-peg3-ch2co2h
CAS No.: 1807537-35-4

Chemical Structure| 1807537-35-4

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only! Not for Human Use. We Do Not Sell to Patients.

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

DE Stock

US Stock

Asia Stock

Global Stock

In Stock
{[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

  • {[ item.pr_size ]}
    {[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 1807537-35-4 ]

CAS No. :1807537-35-4
Formula : C13H18O7S
M.W : 318.34
SMILES Code : CC1=CC=C(S(=O)(OCCOCCOCC(O)=O)=O)C=C1
English Name :Tos-peg3-ch2co2h
MDL No. :MFCD27977495

Safety of [ 1807537-35-4 ]

Application In Synthesis of [ 1807537-35-4 ]

* 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 [ 1807537-35-4 ]

[ 1807537-35-4 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 77544-68-4 ]
  • [ 67-63-0 ]
  • [ 1807537-35-4 ]
YieldReaction ConditionsOperation in experiment
87% Stage #1: 8-tosyloxy-3,6-dioxaoctanol With chromium(VI) oxide; sulfuric acid In water; acetone at 0℃; for 3h; Stage #2: isopropyl alcohol In water; acetone at 0℃; for 1h; Synthesis of the spacer S8. A solution of CrO3 (11.5 g, 115 mmol) in H2O (34.5 mL) andH2SO4 (11.5 mL) was prepared at 0 C, which was added to a solution of the triethyleneglycol monotosylate (17.6 g, 57.8 mmol) in acetone (300 mL), then the reaction mixturewas stirred for 3 hours at 0 C. The reaction was quenched by the addition o 2-propanol(75 mL), and the reaction mixture was stirred for 1 hour at 0 C. The mixture wasextracted with CH2Cl2 and the extracts were washed with a saturated aqueous NaClsolution, dried over Na2SO4, filtered, and concentrated under vacuum. The residue waspurified by column chromatography (AcOEt) to afford compound the correspondingcarboxylic acid S7 (16 g, 87%) as a colorless oil. 1H-NMR (400 MHz, CDCl3) (ppm):7.78 (2H, d, J =8.24 Hz), 7.34 (2H, d, J =8.55 Hz), 4.16 (2H, t, J =4.88 Hz), 4.10 (2H, s),3.66 (6H, broad), 2.43 (3H, s). IR (cm-1): 3600-2900, 2923, 2854, 1734, 1354, 1176.ESI-MS (m/z): 341.1289 (M+Na)+.
  • 2
  • [ 2687-43-6 ]
  • [ 1807537-35-4 ]
  • [ 2488185-89-1 ]
YieldReaction ConditionsOperation in experiment
67% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 9h; Inert atmosphere; EDC-HCl (1.4 g, 7.5 mmol), DMAP (77 mg, 0.63 mmol), O-benzylhydroxylamine-HCl(1.2 g, 7.5 mmol) and triethylamine (2.0 mL, 15 mmol) were added to a solution of theabove carboxylic acid (2.0 g, 6.3 mmol) in CH2Cl2 (100 mL) at 0 C under an argonatmosphere. The reaction mixture was stirred for 9 hours at 0 C and then a 6% aqueous HCl solution (180 mL) was poured into the mixture. The mixture was extracted withCH2Cl2 and the extracts were washed with a saturated aqueous NaCl solution, dried overNa2SO4, filtered, and concentrated under vacuum. The residue was purified by columnchromatography (CHCl3/AcOEt =2/1) to afford S8 (1.8 g, 67%) as a colorless oil.1H-NMR (400 MHz, CDCl3) (ppm): 9.29 (1H,s), 7.76 (2H, d, J =8.54 Hz), 7.32 (7H, m),4.91 (2H, s), 4.08 (2H, t, J =4.88 Hz), 4.02 (2H, s), 3.58 (2H, t, J =4.58 Hz), 3.52 (4H,broad), 2.42 (3H, s). IR (cm-1): 2919, 1749, 1355, 1176. ESI-MS (m/z): 424.2823(M+H)+.
  • 3
  • [ 1448297-52-6 ]
  • [ 1807537-35-4 ]
  • [ 2906183-86-4 ]
YieldReaction ConditionsOperation in experiment
48.9% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 5h; 1.1.29. (2S,4R)-1-((S)-2-(5-bromopentanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (s1) General procedure: To a solution of VHL-L (1.00g, 2.32 mmol) and intermediate i1 (0.50g, 2.76 mmol) in DCM (15 mL) were added HATU (1.06g, 2.79 mmol) and DIEA (0.90g, 6.96 mmol). The suspension was stirred at room temperature for 5 h. After completion of the reaction, the organic phase was washed with H2O (10 mL×3) and saturated brine (10 mL). Then dried over Na2SO4 overnight, and evaporated under vacuum. The crude product was purified by silica gel column chromatography (DCM: MeOH = 40:1) to give intermediate s1 as white solid (0.91 g, 66.1% yield).
48.9% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 5h;
48.9% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 5h; 1.1.29. (2S,4R)-1-((S)-2-(5-bromopentanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide (s1) General procedure: To a solution of VHL-L (1.00g, 2.32 mmol) and intermediate i1 (0.50g, 2.76 mmol) in DCM (15 mL) were added HATU (1.06g, 2.79 mmol) and DIEA (0.90g, 6.96 mmol). The suspension was stirred at room temperature for 5 h. After completion of the reaction, the organic phase was washed with H2O (10 mL×3) and saturated brine (10 mL). Then dried over Na2SO4 overnight, and evaporated under vacuum. The crude product was purified by silica gel column chromatography (DCM: MeOH = 40:1) to give intermediate s1 as white solid (0.91 g, 66.1% yield).
42.2 % With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; (2S,4R)-1-((S)-2-(5-bromopentanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl) benzyl)pyrrolidine-2-carboxamide (2b1) General procedure: To a solution of VHL-1 (1.00 g, 2.32 mmol) and intermediate 1b1 (0.50 g, 2.76 mmol) in DCM (15 mL) were added HATU (1.06 g, 2.79 mmol) and DIEA (0.90 g, 6.96 mmol). The suspension was stirred at room temperature for 5 h. After completion of the reaction, the organic phase was washed with H2O (10 mL×3) and saturated brine (10 mL). Then dried over Na2SO4 overnight, and evaporated under vacuum. The crude product was purified by silica gel column chromatography (DCM: MeOH = 40:1) to give intermediate 2b1 as white solid (0.91 g, 71.6% yield).
42.2 % With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; (2S,4R)-1-((S)-2-(5-bromopentanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl) benzyl)pyrrolidine-2-carboxamide (2b1) General procedure: To a solution of VHL-1 (1.00 g, 2.32 mmol) and intermediate 1b1 (0.50 g, 2.76 mmol) in DCM (15 mL) were added HATU (1.06 g, 2.79 mmol) and DIEA (0.90 g, 6.96 mmol). The suspension was stirred at room temperature for 5 h. After completion of the reaction, the organic phase was washed with H2O (10 mL×3) and saturated brine (10 mL). Then dried over Na2SO4 overnight, and evaporated under vacuum. The crude product was purified by silica gel column chromatography (DCM: MeOH = 40:1) to give intermediate 2b1 as white solid (0.91 g, 71.6% yield).

  • 4
  • [ 77544-68-4 ]
  • [ 1807537-35-4 ]
YieldReaction ConditionsOperation in experiment
74.9% With chromium(VI) oxide; sulfuric acid In water; acetone at 0℃; for 10h; 1.1.20. 2-(2-(2-(tosyloxy)ethoxy)ethoxy)acetic acid (o1) General procedure: Intermediate n1 (1.80g, 5.91 mmol) was dissolved in acetone (10 mL) and the mixture was cooled to 0. CrO3 (1.77g, 17.73 mmol), concentrated sulfuric acid (1.6 mL) and H2O (6.4 mL) were mixed and added into the reaction. The mixture was stirred at 0 for 10 h. After completion, isopropanol (5 mL) was added to quench Cr (VI), the reaction was evaporated under reduced pressure to remove acetone and isopropanol. The residue was extracted with DCM (20 mL×3), the combined organic phase was washed with saturated brine, dried over Na2SO4 overnight, and evaporated under vacuum to give intermediate o1 as yellow liquid (1.41g, 74.9% yield). 1H NMR (300 MHz, CDCl3) δ (ppm): 7.81 (d, J = 8.34 Hz, 2H), 7.35 (d, J = 8.19 Hz, 2H), 4.12-4.22 (m, 4H), 3.62-3.75 (m, 6H), 2.45 (s, 3H). MS (ESI): m/z calcd for C13H18O7S: 319.1 [M+H]+; found: 319.0.
74.9% With Jones reagent In acetone at 0℃; for 10h;
74.9% With chromium(VI) oxide; sulfuric acid In water; acetone at 0℃; for 10h; 1.1.20. 2-(2-(2-(tosyloxy)ethoxy)ethoxy)acetic acid (o1) General procedure: Intermediate n1 (1.80g, 5.91 mmol) was dissolved in acetone (10 mL) and the mixture was cooled to 0. CrO3 (1.77g, 17.73 mmol), concentrated sulfuric acid (1.6 mL) and H2O (6.4 mL) were mixed and added into the reaction. The mixture was stirred at 0 for 10 h. After completion, isopropanol (5 mL) was added to quench Cr (VI), the reaction was evaporated under reduced pressure to remove acetone and isopropanol. The residue was extracted with DCM (20 mL×3), the combined organic phase was washed with saturated brine, dried over Na2SO4 overnight, and evaporated under vacuum to give intermediate o1 as yellow liquid (1.41g, 74.9% yield). 1H NMR (300 MHz, CDCl3) δ (ppm): 7.81 (d, J = 8.34 Hz, 2H), 7.35 (d, J = 8.19 Hz, 2H), 4.12-4.22 (m, 4H), 3.62-3.75 (m, 6H), 2.45 (s, 3H). MS (ESI): m/z calcd for C13H18O7S: 319.1 [M+H]+; found: 319.0.
70.1 % With Jones reagent In acetone at 0℃; 2.1.1.32 3-methoxy-2-(2-(tosyloxy)ethoxy)propanoic acid (D3-1) General procedure: A round bottom flask was added D2-1(3.00 g, 9.86 mmol) and acetone (10 mL), and the solutionwas cooled to 0 oC. CrO3 (2.96 g, 29.6 mmol), concentrated sulfuric acid (2.7 mL), and H2O (10.6mL) were mixed and added to the reaction mixture. Then the mixture was stirred at 0 oC for 7 h.After completion, The excess Cr(VI) was quenched by isopropanol (5 mL), and the mixture wasconcentrated under reduced pressure to remove acetone and isopropanol. The residue wasextracted by EtOAc (3 × 20 mL). The combined organic layers were washed with brine (3 × 10mL), dried with Na2SO4, filtered, and concentrated under reduced pressure to give compoundD3-1 as yellow liquid, 2.20 g, 70.1 % yield. 1H NMR (300 MHz, CDCl3) δ 7.81 (d, J = 8.3 Hz,2H), 7.35 (d, J = 8.2 Hz, 2H), 4.22 - 4.12 (m, 4H), 3.75 - 3.62 (m, 6H), 2.45 (s, 3H). MS (ESI):m/z calcd for C13H18O7S: 319.1 [M+H]+; found: 319.1.
70.1 % With Jones reagent In acetone at 0℃; 2.1.1.32 3-methoxy-2-(2-(tosyloxy)ethoxy)propanoic acid (D3-1) General procedure: A round bottom flask was added D2-1(3.00 g, 9.86 mmol) and acetone (10 mL), and the solutionwas cooled to 0 oC. CrO3 (2.96 g, 29.6 mmol), concentrated sulfuric acid (2.7 mL), and H2O (10.6mL) were mixed and added to the reaction mixture. Then the mixture was stirred at 0 oC for 7 h.After completion, The excess Cr(VI) was quenched by isopropanol (5 mL), and the mixture wasconcentrated under reduced pressure to remove acetone and isopropanol. The residue wasextracted by EtOAc (3 × 20 mL). The combined organic layers were washed with brine (3 × 10mL), dried with Na2SO4, filtered, and concentrated under reduced pressure to give compoundD3-1 as yellow liquid, 2.20 g, 70.1 % yield. 1H NMR (300 MHz, CDCl3) δ 7.81 (d, J = 8.3 Hz,2H), 7.35 (d, J = 8.2 Hz, 2H), 4.22 - 4.12 (m, 4H), 3.75 - 3.62 (m, 6H), 2.45 (s, 3H). MS (ESI):m/z calcd for C13H18O7S: 319.1 [M+H]+; found: 319.1.
74.9 % With chromium(VI) oxide; sulfuric acid In water; acetone at 0℃; 2-(2-(tosyloxy)ethoxy)acetic acid (3c1) General procedure: Intermediate 2c1 (1.54 g, 5.91 mmol) was dissolved in acetone (10 mL) and the mixture was cooled to 0. CrO3 (1.77 g, 17.73 mmol), concentrated sulfuric acid (1.6 mL) and H2O (6.4 mL) were mixed and added into the reaction. The mixture was stirred at 0 for 10 h. After completion, isopropanol (5 mL) was added to quench Cr (VI), the reaction was evaporated under reduced pressure to remove acetone and isopropanol. The residue was extracted with DCM (20 mL×3), the combined organic phase was washed with saturated brine, dried over Na2SO4 overnight, and evaporated under vacuum to give intermediate 3c1 as yellow liquid (1.23 g, 75.9% yield).
74.9 % With chromium(VI) oxide; sulfuric acid In water; acetone at 0℃; 2-(2-(tosyloxy)ethoxy)acetic acid (3c1) General procedure: Intermediate 2c1 (1.54 g, 5.91 mmol) was dissolved in acetone (10 mL) and the mixture was cooled to 0. CrO3 (1.77 g, 17.73 mmol), concentrated sulfuric acid (1.6 mL) and H2O (6.4 mL) were mixed and added into the reaction. The mixture was stirred at 0 for 10 h. After completion, isopropanol (5 mL) was added to quench Cr (VI), the reaction was evaporated under reduced pressure to remove acetone and isopropanol. The residue was extracted with DCM (20 mL×3), the combined organic phase was washed with saturated brine, dried over Na2SO4 overnight, and evaporated under vacuum to give intermediate 3c1 as yellow liquid (1.23 g, 75.9% yield).
1.47 g With chromium(VI) oxide; sulfuric acid In water; acetone at 0 - 5℃; for 7h; 5.1 Step 1: LUX126-2 A mixture of AB313-101 (2.0 g, 6.58 mmol) in 11 mL acetone was stirred at rt, followed by adding a mixture of CrO3(1.97 g, 19.73 mmol) in 1.8 mL H2SO4and 7.2 mL H2O dropwise at 0-5 °C. The resulting mixture was stirred for 7 h at 0-5 °C. Then 5.5 mL i-PrOH was added to the mixture, and stirring was continued for additional 30 min. The mixture was concentrated, and the residue was partitioned with 5.5mL EA and 5.5 mL water. The aqueous phase was separated, extracted with EA (5 mL×3). All the organic phases were combined, dried with Na2SO4, and filtered. The filtrate was concentrated, and the residue was purified directly with silica gel column with DCM/MeOH to afford LUX126-2 (1.47g) as a yellow liquid.1H NMR (400 MHz, CDCl3) δ 8.58 (bs, 1H), 7.81 (d, J=8.0 Hz, 2H), 7.36 (d, J=8.4 Hz, 2H), 4.12-4.24 (m, 4H), 3.60-3.81 (m, 6H), 2.46 (s, 3H); LCMS (ESI): m/z [M + NH4+]+336.1, found 336.0.

  • 5
  • [ 1807537-35-4 ]
  • [ 2906183-80-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 0 °C 2: tetrahydrofuran / 8 h / 72 °C
Multi-step reaction with 2 steps 1: thionyl chloride / Reflux 2: tetrahydrofuran / 4 h / Reflux
  • 6
  • [ 1807537-35-4 ]
  • [ 2267306-14-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 0 °C 2: tetrahydrofuran / 8 h / 72 °C 3: sodium azide / N,N-dimethyl-formamide / 5 h / 60 °C
Multi-step reaction with 3 steps 1: thionyl chloride / Reflux 2: tetrahydrofuran / 4 h / Reflux 3: sodium azide / dimethyl sulfoxide / 20 °C
  • 7
  • [ 1807537-35-4 ]
  • [ 2906183-88-6 ]
YieldReaction ConditionsOperation in experiment
99.9% With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0℃; for 2h; 1.1.23. 2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)-2-oxoethoxy)ethoxy)ethyl 4-methylbenzenesulfonate (q1) General procedure: To a solution of intermediate o1 (1.20g, 3.77 mmol) in DCM (20 mL) were added oxalyl Chloride (1.44g, 11.31 mmol) and two drops of DMF. The mixture was stirred at 0 for 2 h and evaporated under reduced pressure to give intermediate p1 as yellow liquid (1.26g, 99.9% yield). To a solution of intermediate p1 (1.20g, 3.56 mmol) in anhydrous THF (20 mL) was added Pomalidomide (0.68g, 2.49 mmol), the mixture was stirred at 72 for 8 h. After completion of the reaction, the reaction was evaporated under reduced pressure to remove THF. The residue was purified by silica gel column chromatography (DCM: MeOH = 80:1) to give intermediate q1 as yellow solid (0.73g, 51.1% yield).
99.9% With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0℃; for 2h; 1.1.23. 2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)-2-oxoethoxy)ethoxy)ethyl 4-methylbenzenesulfonate (q1) General procedure: To a solution of intermediate o1 (1.20g, 3.77 mmol) in DCM (20 mL) were added oxalyl Chloride (1.44g, 11.31 mmol) and two drops of DMF. The mixture was stirred at 0 for 2 h and evaporated under reduced pressure to give intermediate p1 as yellow liquid (1.26g, 99.9% yield). To a solution of intermediate p1 (1.20g, 3.56 mmol) in anhydrous THF (20 mL) was added Pomalidomide (0.68g, 2.49 mmol), the mixture was stirred at 72 for 8 h. After completion of the reaction, the reaction was evaporated under reduced pressure to remove THF. The residue was purified by silica gel column chromatography (DCM: MeOH = 80:1) to give intermediate q1 as yellow solid (0.73g, 51.1% yield).
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; 5.2 Step 2: LUX126-2-SM-1 A mixture of LUX126-2 (930 mg, 2.92 mmol) in 9.3 mL DCM and 0.025 mL DMF was stirred under N2, followed by adding (COCl)2 (0.62 mL, 7.28 mmol) dropwise at 0-5°C. The resulting mixture was stirred for 2.5 h at rt and then was concentrated. The 1.14 g crude product was used at next step without any purification.
  • 8
  • [ 1807537-35-4 ]
  • [ 2010159-45-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 5 h / 20 °C 2: sodium azide / N,N-dimethyl-formamide / 65 °C
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 5 h / 20 °C 2: sodium azide / N,N-dimethyl-formamide / 5 h / 60 °C
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 5 h / 20 °C 2: sodium azide / N,N-dimethyl-formamide / 5 h / 60 °C
  • 9
  • [ 112-27-6 ]
  • [ 1807537-35-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; tetrahydrofuran / 0.17 h / 0 °C 1.2: 5 h / 25 °C 2.1: chromium(VI) oxide; sulfuric acid / water; acetone / 10 h / 0 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / tetrahydrofuran; water / 0.17 h / 0 °C 1.2: 5 h / 25 °C 2.1: Jones reagent / acetone / 10 h / 0 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / tetrahydrofuran; water / 10 min / 0 °C 1.2: 4 h / 20 °C 2.1: Jones reagent / acetone / 0 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; tetrahydrofuran / 10 min / 0 °C 1.2: 5 h / 25 °C 2.1: chromium(VI) oxide; sulfuric acid / water; acetone / 10 h / 0 °C

  • 10
  • [ 98-59-9 ]
  • [ 1807537-35-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; tetrahydrofuran / 0.17 h / 0 °C 1.2: 5 h / 25 °C 2.1: chromium(VI) oxide; sulfuric acid / water; acetone / 10 h / 0 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / tetrahydrofuran; water / 0.17 h / 0 °C 1.2: 5 h / 25 °C 2.1: Jones reagent / acetone / 10 h / 0 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / tetrahydrofuran; water / 10 min / 0 °C 1.2: 4 h / 20 °C 2.1: Jones reagent / acetone / 0 °C
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; tetrahydrofuran / 10 min / 0 °C 1.2: 5 h / 25 °C 2.1: chromium(VI) oxide; sulfuric acid / water; acetone / 10 h / 0 °C
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 12 h / 20 °C / Cooling with ice 2: tetrabutylammomium bromide; potassium hydroxide / toluene / 20 °C 3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
Multi-step reaction with 2 steps 1: triethylamine; dmap / dichloromethane / 20 °C 2: trifluoroacetic acid / dichloromethane

 

Historical Records