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[ CAS No. 16840-84-9 ] {[proInfo.proName]}

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Product Details of [ 16840-84-9 ]

CAS No. :16840-84-9 MDL No. :
Formula : C19H40O Boiling Point : -
Linear Structure Formula :- InChI Key :ACMBVSPXQQUNOF-UHFFFAOYSA-N
M.W : 284.52 Pubchem ID :85611
Synonyms :

Safety of [ 16840-84-9 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 16840-84-9 ]

* 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 [ 16840-84-9 ]

[ 16840-84-9 ] Synthesis Path-Downstream   1~28

  • 1
  • [ 16840-84-9 ]
  • 10-chloro-nonadecane [ No CAS ]
YieldReaction ConditionsOperation in experiment
With phosphorus pentachloride; Petroleum ether
With pyridine; thionyl chloride
  • 2
  • [ 16840-84-9 ]
  • [ 123936-58-3 ]
YieldReaction ConditionsOperation in experiment
With chlorosulfonic acid; acetic acid
With chlorosulfonic acid; diethyl ether
  • 3
  • [ 504-57-4 ]
  • [ 16840-84-9 ]
YieldReaction ConditionsOperation in experiment
95% With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 25℃; for 2h; 24.1; 36.1 Step 1: Nonadecan- 10-ol To a solution of nonadecan- 10-one (24 g, 85 mmol) in methanol (300 mL) and THF (1,000 mL) was added NaBH.f (4.82 g, 127 mmol) at 0 °C. The reaction mixture was stirred at 25 °C for 2 h and quenched with slow addition of 200 (mL) sat. NH4CI and concentrated. Then, diluted with H2O (500 mL) and EtOAc (600 mL). The organic phase was separated and the aqueous layer was extracted with EtOAc (200 ml c 2). The combined organic layers were washed with water (200 ml c 2), dried over Na2804 and concentrated to give nonadecan-10-ol (23 g, 81 mmol, 95 % yleld) as white solid which was used in the next step without purification. LCMS: no mass.
95% With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 25℃; for 2h; 24.1; 36.1 Step 1: Nonadecan- 10-ol To a solution of nonadecan- 10-one (24 g, 85 mmol) in methanol (300 mL) and THF (1,000 mL) was added NaBH.f (4.82 g, 127 mmol) at 0 °C. The reaction mixture was stirred at 25 °C for 2 h and quenched with slow addition of 200 (mL) sat. NH4CI and concentrated. Then, diluted with H2O (500 mL) and EtOAc (600 mL). The organic phase was separated and the aqueous layer was extracted with EtOAc (200 ml c 2). The combined organic layers were washed with water (200 ml c 2), dried over Na2804 and concentrated to give nonadecan-10-ol (23 g, 81 mmol, 95 % yleld) as white solid which was used in the next step without purification. LCMS: no mass.
With ethanol; nickel at 135℃; Hydrogenation;
With silica gel; nickel at 120℃; Hydrogenation;
With lithium aluminium tetrahydride
With aluminum isopropoxide; isopropyl alcohol
With hydrogen at 150℃;

  • 4
  • [ 16840-84-9 ]
  • [ 86-84-0 ]
  • [1]naphthyl-carbamic acid-(1-nonyl-decyl ester) [ No CAS ]
  • 6
  • [ 16840-84-9 ]
  • [ 31035-07-1 ]
YieldReaction ConditionsOperation in experiment
97% With silver trifluoromethanesulfonate In toluene for 24h; Heating;
  • 7
  • [ 16840-84-9 ]
  • [ 86325-41-9 ]
YieldReaction ConditionsOperation in experiment
80% With hydrogen bromide for 14h;
YieldReaction ConditionsOperation in experiment
Nonadec-5-yn-10-ol, H2, Pd/C;
  • 9
  • [ 16840-84-9 ]
  • [ 61405-62-7 ]
YieldReaction ConditionsOperation in experiment
With diethyl ether at -50℃;
  • 10
  • [ 693-58-3 ]
  • [ 109-94-4 ]
  • [ 16840-84-9 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1-Bromononane With iodine; magnesium In tetrahydrofuran Stage #2: formic acid ethyl ester In tetrahydrofuran at 65 - 70℃; for 72h; Further stages.;
  • 11
  • [ 16840-84-9 ]
  • [ 124-63-0 ]
  • [ 943545-41-3 ]
YieldReaction ConditionsOperation in experiment
With triethylamine In tetrahydrofuran at 20℃; for 0.25h;
  • 12
  • [ 16840-84-9 ]
  • [ 943545-46-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 0.25 h / 20 °C 2: 92 percent / sodium azide / dimethylformamide / 4 h / 85 °C
  • 13
  • [ 16840-84-9 ]
  • C30H56N2O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: triethylamine / tetrahydrofuran / 0.25 h / 20 °C 2: 92 percent / sodium azide / dimethylformamide / 4 h / 85 °C 3: 84 percent / hydrogen / Pd/C / hexane / 3 h / 20 °C / 3206.4 Torr 4: 85 percent / CH2Cl2 / 20 °C 5: 83 percent / aq. HCOOH / 9 h / 20 °C
  • 14
  • [ 16840-84-9 ]
  • [ 943545-52-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: triethylamine / tetrahydrofuran / 0.25 h / 20 °C 2: 92 percent / sodium azide / dimethylformamide / 4 h / 85 °C 3: 84 percent / hydrogen / Pd/C / hexane / 3 h / 20 °C / 3206.4 Torr 4: 85 percent / CH2Cl2 / 20 °C
  • 15
  • [ 16840-84-9 ]
  • [ 3241-23-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: triethylamine / tetrahydrofuran / 0.25 h / 20 °C 2: 92 percent / sodium azide / dimethylformamide / 4 h / 85 °C 3: 84 percent / hydrogen / Pd/C / hexane / 3 h / 20 °C / 3206.4 Torr
  • 16
  • [ 16840-84-9 ]
  • Nonadecane-10-thiol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 80 percent / HBr / 14 h 3: NaOH / H2O / Heating
  • 17
  • [ 16840-84-9 ]
  • Sodium; nonadecane-10-sulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 80 percent / HBr / 14 h 3: NaOH / H2O / Heating 4: 1.) HNO3; 2.) NaOH
  • 18
  • [ 16840-84-9 ]
  • Diaminomethylene-(1-nonyl-decyl)-sulfonium; bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 80 percent / HBr / 14 h
  • 19
  • [ 16840-84-9 ]
  • (2S,3R)-2-Nonyl-3-octyl-oxirane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 97 percent / AgOTf / toluene / 24 h / Heating 2: mCpBA
  • 20
  • [ 16840-84-9 ]
  • (2S,3S)-2-Nonyl-3-octyl-oxirane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 97 percent / AgOTf / toluene / 24 h / Heating 2: mCpBA
  • 21
  • [ 334-48-5 ]
  • [ 16840-84-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: thorium oxide / 375 - 400 °C 2: nickel; silica gel / 120 °C / Hydrogenation
  • 22
  • [ 16840-84-9 ]
  • 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline [ No CAS ]
  • [ 1095036-17-1 ]
YieldReaction ConditionsOperation in experiment
57% With toluene-4-sulfonic acid In 1,2-dichloro-ethane Heating;
  • 23
  • [ 16840-84-9 ]
  • [ 52780-16-2 ]
  • [ 1185343-72-9 ]
YieldReaction ConditionsOperation in experiment
With pyridine In toluene at 0 - 20℃; for 2h; Inert atmosphere;
  • 24
  • [ 16840-84-9 ]
  • nonadecan-10-yl ((((2R,3S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-ethynyl-3-hydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alaninate [ No CAS ]
  • nonadecan-10-yl ((((2R,3S,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-2-ethynyl-3-hydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)-L-alaninate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1H-imidazole; 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 / 18 h / 25 °C 2.1: trifluoroacetic acid / dichloromethane / 4 h / 25 °C 3.1: triethylamine / dichloromethane / 1 h / 20 °C / Cooling with ice; Inert atmosphere 3.2: 2.5 h / 0 - 20 °C / Inert atmosphere
  • 25
  • [ 16840-84-9 ]
  • nonadecan-10-yl L-alaninate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 1H-imidazole; 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 / 18 h / 25 °C 2: trifluoroacetic acid / dichloromethane / 4 h / 25 °C
  • 26
  • [ 16840-84-9 ]
  • [ 13734-34-4 ]
  • nonadecan-10-yl (tert-butoxycarbonyl)-L-phenylalaninate [ No CAS ]
YieldReaction ConditionsOperation in experiment
63.5% With 1H-imidazole; 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 25℃; for 16h; 24.2 Step 2: Nonadecan-10-yl (tert-butoxycarhonyl)-L-phenylalaninate To a solution of (tert-butoxycarbonyl)-L-phenylalanine (11 g, 41.5 mmol) in DCM (250 mL) was added nonadecan- 10-ol (12.39 g, 43.5 mmol), imidazole (8.47 g, 124 mmol), DIPEA (21.72 mL, 124 mmol) and HATU (23.65 g, 62.2 mmol) and the resulting mixture was stirred at 25 °C for 16 h. TLC showed presence of new compound. The reaction mixture was diluted with water (200 mL), organic layer separated and the aqueous layer extracted with DCM (150 mL x 3). The combined organic phases were washed with brine, dried over NaS04 and concentrated. The residue was purified by silica gel chromatography (pet. ether: EtOAc = 20:1) to afford nonadecan-10-yl (tert-bufoxycarbonyl)-L-phenylalaninate (28 g, 26.3 mmol, 63.5 % yleld) as a white solid.
63.5% With 1H-imidazole; 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 25℃; for 16h; 24.2 Step 2: Nonadecan-10-yl (tert-butoxycarhonyl)-L-phenylalaninate To a solution of (tert-butoxycarbonyl)-L-phenylalanine (11 g, 41.5 mmol) in DCM (250 mL) was added nonadecan- 10-ol (12.39 g, 43.5 mmol), imidazole (8.47 g, 124 mmol), DIPEA (21.72 mL, 124 mmol) and HATU (23.65 g, 62.2 mmol) and the resulting mixture was stirred at 25 °C for 16 h. TLC showed presence of new compound. The reaction mixture was diluted with water (200 mL), organic layer separated and the aqueous layer extracted with DCM (150 mL x 3). The combined organic phases were washed with brine, dried over NaS04 and concentrated. The residue was purified by silica gel chromatography (pet. ether: EtOAc = 20:1) to afford nonadecan-10-yl (tert-bufoxycarbonyl)-L-phenylalaninate (28 g, 26.3 mmol, 63.5 % yleld) as a white solid.
  • 27
  • [ 16840-84-9 ]
  • [ 13734-34-4 ]
  • nonadecan-10-yl L-phenylalaninate [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 2h; 24.3 Step 3: Nonadecan- 10-yl L-phenylalaninate To a solution of nonadecan- 10-y I (tert-butoxycarbonyl)-L-phenylalaninate (18 g, 33.8 mmol) in DCM (80 mL) was added trifluoroacetic acid (20 mL) at 0 °C. The resulting mixture was stirred at room temperature for 2 h. TLC showed completion of reaction. The solvents was removed under reduced presure and the crude purified by silica gel chromatography (40 g, pet. ether:EtOAc = 20:1 then DCM:MeOH = 20:1) to give nonadecan-10-yl L-phenylalaninate (14 g, 29.2 mmol, 86 % yleld) as an oil.
86% With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 2h; 24.3 Step 3: Nonadecan- 10-yl L-phenylalaninate To a solution of nonadecan- 10-y I (tert-butoxycarbonyl)-L-phenylalaninate (18 g, 33.8 mmol) in DCM (80 mL) was added trifluoroacetic acid (20 mL) at 0 °C. The resulting mixture was stirred at room temperature for 2 h. TLC showed completion of reaction. The solvents was removed under reduced presure and the crude purified by silica gel chromatography (40 g, pet. ether:EtOAc = 20:1 then DCM:MeOH = 20:1) to give nonadecan-10-yl L-phenylalaninate (14 g, 29.2 mmol, 86 % yleld) as an oil.
  • 28
  • [ 15761-38-3 ]
  • [ 16840-84-9 ]
  • nonadecan-10-yl (tert-butoxycarbonyl)-L-alaninate [ No CAS ]
YieldReaction ConditionsOperation in experiment
23.35% With 1H-imidazole; 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 25℃; for 18h; 36.2 Step-2: Nonadecan-10-yl (tert-butoxycarbonyl)-L-alaninate A mixture of (tert-butoxycarbonyl)-L-alanine (1.6 g, 8.46 mmol), nonadecan- 1Q-ol (2.6 g, 9.14 mmol), imidazole (1.727 g, 25.4 mmol), DIPEA (4.43 mL, 25.4 mmol) and HATU (4.82 g, 12.68 mmol) in DCM (30 mL) was stirred at 25 °C for 18 h. TLC showed the presence of new product. Water (100 mL) was added, and the reaction mixture was extracted with DCM (150 mL x 3). The combined organic phases were washed with brine, dried over Na Q, filtered and concentrated. The residue was purified by silica gel chromatography (pet. ether: EtOAc = 20:1) to afford nonadecan-10-yl (tert- butoxyearbonyl)-L-alaninate (3 g, 1.975 mmol, 2335 % yleld) as white solid.
23.35% With 1H-imidazole; 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 25℃; for 18h; 36.2 Step-2: Nonadecan-10-yl (tert-butoxycarbonyl)-L-alaninate A mixture of (tert-butoxycarbonyl)-L-alanine (1.6 g, 8.46 mmol), nonadecan- 1Q-ol (2.6 g, 9.14 mmol), imidazole (1.727 g, 25.4 mmol), DIPEA (4.43 mL, 25.4 mmol) and HATU (4.82 g, 12.68 mmol) in DCM (30 mL) was stirred at 25 °C for 18 h. TLC showed the presence of new product. Water (100 mL) was added, and the reaction mixture was extracted with DCM (150 mL x 3). The combined organic phases were washed with brine, dried over Na Q, filtered and concentrated. The residue was purified by silica gel chromatography (pet. ether: EtOAc = 20:1) to afford nonadecan-10-yl (tert- butoxyearbonyl)-L-alaninate (3 g, 1.975 mmol, 2335 % yleld) as white solid.
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