1907-33-1

Basic information

• Product Name: Lithium tert-butoxide
• Synonyms: LTB;LITHIUM T-BUTOXIDE;LITHIUM TERT-BUTOXIDE;LITHIUM TERT-BUTYLATE;2-methyl-2-propanolithiumsalt;2-methyl-2-propanollithiumsalt;lithiumtert-butanolate;tert-butoxylithium
• CAS NO: 1907-33-1
• Molecular Formula: C₄H₉LiO
• Molecular Weight: 80.05
• EINECS: 217-611-5
• Product Categories: LithiumChemical Synthesis;Micro/Nanoelectronics;Organic Bases;Solution Deposition Precursors;Synthetic Reagents;metal alkoxide
• Mol File: 1907-33-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: °C
• Boiling Point: 68-70 °C
• Flash Point: −2 °F
• Appearance: brown/liquid
• Density: 0.89 g/mL at 20 °C
• Storage Temp.: Flammables area
• Solubility: Soluble in toluene, hexane, tetrahydrofuran and methyl tert-buty
• Water Solubility: vigorous reaction
• Sensitive: Moisture Sensitive
• BRN: 3620018
• CAS DataBase Reference: Lithium tert-butoxide(CAS DataBase Reference)
• NIST Chemistry Reference: Lithium tert-butoxide(1907-33-1)
• EPA Substance Registry System: Lithium tert-butoxide(1907-33-1)

Safety Data

• Hazard Codes: F,C,N,T
• Statements: 11-19-34-37-35-14-67-65-62-51/53-48/20-40-52/53-36/37/38-25
• Safety Statements: 26-36/37/39-45-61-62-6A-43E-16-7/8-43-33
• RIDADR: UN 3206 4.2/PG 2
• WGK Germany: 3
• RTECS: UB8520000
• F: 3-10
• TSCA: Yes
• HazardClass: 4.2
• PackingGroup: III
• Hazardous Substances Data: 1907-33-1(Hazardous Substances Data)

Usage

Uses

Lithium tert-butoxide is a mild base used in organic synthesis. It is involved in the alfa-alkylation reaction of ketones with primary alcohols. It is utilized as a catalyst in the reduction of ketones to the corresponding secondary alcohols. It acts as lithium source utilized in the preparation of LixTiyOz thin films. Further, it is used in conjunction with organometallic reagents/catalysts to modify their reactivity and selectivity.

Biochem/physiol Actions

Enterotoxigenic Escherichia coli causes diarrhea through its heat-labile enterotoxin (LT). The LT is a periplasmic protein composed of one A subunit (LTA, 27 kDa) and five non-covalently associated B subunits (LTB, 11.6 kDa each) forming a ring-like pentamer. LTB has high affinity towards the toxin receptor ganglioside GM1, a glycosphingolipid found ubiquitously on the surface of mammalian cells. Ganglioside GM1 facilitates the delivery of the A subunit to the cytosol of the target cell resulting in persistent synthesis of cAMP and subsequently diarrhea. This characteristic makes LTB a good label for microglial cells (due to the enrichment of ganglioside GM1 on their cell surface). In addition, studies made mostly with animal models demonstrated that recombinant LTB could stimulate strong serum and mucosal immune responses against LT. Other studies have indicated that LTB could be used as a potent mucosal adjuvant.

InChI:InChI=1/C4H9O.Li/c1-4(2,3)5;/h1-3H3;/q-1;+1/rC4H9LiO/c1-4(2,3)6-5/h1-3H3

Synthetic route

n-butyllithium (109-72-8, 29786-93-4) + tert-butylperoxytrimethylsilane (3965-63-7) → 1-butylene (106-98-9) + octane (111-65-9) + n-butyl tert-butyl ether (1000-63-1) + butoxytrimethylsilane (1825-65-6) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Mechanism; other solvent;

n-butyllithium (109-72-8, 29786-93-4) + tert-butylperoxytrimethylsilane (3965-63-7) → 1-butylene (106-98-9) + n-butyl tert-butyl ether (1000-63-1) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Further byproducts given;

n-butyllithium (109-72-8, 29786-93-4) + tert-butylperoxytrimethylsilane (3965-63-7) → octane (111-65-9) + n-butyl tert-butyl ether (1000-63-1) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Further byproducts given;

n-butyllithium (109-72-8, 29786-93-4) + tert-butylperoxytrimethylsilane (3965-63-7) → n-butyl tert-butyl ether (1000-63-1) + butoxytrimethylsilane (1825-65-6) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In chloroform Further byproducts given;
In benzene Further byproducts given;

n-butyllithium (109-72-8, 29786-93-4) + tert-butylperoxytrimethylsilane (3965-63-7) → n-butyl tert-butyl ether (1000-63-1) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1) + n-butane (106-97-8)

Conditions	Yield
In benzene Further byproducts given;

tert-butylperoxytrimethylsilane (3965-63-7) + (2-methylpropyl)lithium (920-36-5, 90269-51-5) → 2,5-dimethylhexane (592-13-2) + 1-(1,1-dimethylethoxy)-2-methylpropane (33021-02-2) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Further byproducts given;

tert-butylperoxytrimethylsilane (3965-63-7) + (2-methylpropyl)lithium (920-36-5, 90269-51-5) → Isobutane (75-28-5) + 1-(1,1-dimethylethoxy)-2-methylpropane (33021-02-2) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Further byproducts given;

tert-butylperoxytrimethylsilane (3965-63-7) + (2-methylpropyl)lithium (920-36-5, 90269-51-5) → 1-(1,1-dimethylethoxy)-2-methylpropane (33021-02-2) + isobutoxytrimethylsilane (18269-50-6) + lithium trimethylsilanolate (2004-14-0) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Further byproducts given;

tert-butylperoxytrimethylsilane (3965-63-7) + (2-methylpropyl)lithium (920-36-5, 90269-51-5) → 2,5-dimethylhexane (592-13-2) + 1-(1,1-dimethylethoxy)-2-methylpropane (33021-02-2) + isobutoxytrimethylsilane (18269-50-6) + lithium trimethylsilanolate (2004-14-0) + isobutene (115-11-7) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Mechanism; other solvent;

tert-butylperoxytrimethylsilane (3965-63-7) + (2-methylpropyl)lithium (920-36-5, 90269-51-5) → 1-(1,1-dimethylethoxy)-2-methylpropane (33021-02-2) + lithium trimethylsilanolate (2004-14-0) + isobutene (115-11-7) + lithium tert-butoxide (1907-33-1)

Conditions	Yield
In benzene Further byproducts given;

tert-butyl alcohol (75-65-0) → lithium tert-butoxide (1907-33-1)

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 25℃; Thermodynamic data; ΔHdep;
With n-butyllithium
With n-butyllithium

lithium tert-butyl hydroperoxide (14680-31-0) → lithium formate (556-63-8) + lithium acetate (546-89-4) + lithium tert-butoxide (1907-33-1) + tert-butyl alcohol (75-65-0) + LiOH

Conditions	Yield
In various solvent(s) at 80℃; for 8h; Yield given. Yields of byproduct given;
In toluene; cyclohexene at 85℃; for 5h; Kinetics; Product distribution; other solvent, other temperature, other time;
In toluene; cyclohexene at 85℃; for 5h; Yield given. Yields of byproduct given;

tert-butyl alcohol (75-65-0) + n-buthyllithium → lithium tert-butoxide (1907-33-1)

Conditions	Yield
In hexane

2C4H9O2(1-)*C4H9O(1-)*3Li(1+) → lithium formate (556-63-8) + lithium acetate (546-89-4) + lithium tert-butoxide (1907-33-1) + tert-butyl alcohol (75-65-0) + LiOH

Conditions	Yield
1-amino-naphthalene In n-heptane at 80℃; Thermodynamic data; Rate constant; other temperature, other solvent, reaction energy, activation entropy, activation enthalpy, gibbs function;

n-butyllithium (109-72-8, 29786-93-4) + butan-1-ol (71-36-3) → lithium tert-butoxide (1907-33-1)

Conditions	Yield
In tetrahydrofuran; hexane

n-butyllithium (109-72-8, 29786-93-4) + tert-butyl alcohol (75-65-0) → lithium tert-butoxide (1907-33-1)

Conditions	Yield
In hexane at 20℃; for 0.5 - 12h; Product distribution / selectivity;

4-methyl-benzoyl chloride (874-60-2) + lithium tert-butoxide (1907-33-1) → tert-butyl 4-methylbenzoate (13756-42-8)

Conditions	Yield
With sodium chloride In diethyl ether; ethyl acetate; tert-butyl alcohol	100%
In tetrahydrofuran; hexanes at 20℃;	98%
In tetrahydrofuran; tert-butyl alcohol at 20℃; for 6h;	88%

C44H60BCuN2O5 + lithium tert-butoxide (1907-33-1) → lithium [5-(2,4,6-trimethylphenyl)-2,4-dioxolan-3-one](pinacolato)borate

Conditions	Yield
In tetrahydrofuran at -30℃; for 0.166667h;	100%

molybdenum(IV) chloride (13320-71-3) + lithium tert-butoxide (1907-33-1) → Tetrakis(tert-butoxy)molybdaen(IV) (60624-53-5)

Conditions	Yield
In tetrahydrofuran; hexane under Ar; THF added to MoCl4, suspn. cooled (ice bath), soln. of LiOtBu in THF/hexane added with syringe, mixt. stirred for 1 h at 0°C, slowly warmed to room temp., stirred overnight; THF removed (vac.), residue extd. with pentane, then with CH2Cl2, filtered, combined extracts evapd. in vac., recrystd. from cold pentane (low yield); elem. anal.;	99%

tetrahydrofuran (109-99-9) + [HZnOC(CH3)3]4 (119656-28-9) + lithium tert-butoxide (1907-33-1) → [(HZnOC(CH3)3)3Li(OC4H8)OC(CH3)3] (913813-72-6)

Conditions	Yield
In tetrahydrofuran Zn complex (3 equiv.) was reacted with LiO-t-Bu (4 equiv.) in THF at ambient temp.;	99%

tungsten(IV)(N-2,6-(i-Pr)2C6H3)(CH2-t-Bu)3Cl (133401-36-2) + lithium tert-butoxide (1907-33-1) → W(N-2,6-i-Pr2C6H3)(CH-t-Bu)(CH2-t-Bu)(OCMe3)

Conditions	Yield
In benzene under N2 atm. to soln. W complex in benzene LiOR was added and heated at60°C overnight; soln. was filtered and concd. to dryness; elem. anal.;	99%

valproic acid (99-66-1) + lithium tert-butoxide (1907-33-1) → lithium valproate (93391-29-8)

Conditions	Yield
In hexane for 1h; Product distribution / selectivity;	99%
In ethanol; hexane for 1h; Product distribution / selectivity;	77%

(1R,4R,7R)-naphthalen-2-yl 7-isopropyl-5-methylbicyclo[2.2.2]octa-2,5-diene-2-carboxylate (1188966-75-7) + lithium tert-butoxide (1907-33-1) → (1R,4R,7R)-tert-butyl 7-isopropyl-5-methylbicyclo[2.2.2]octa-2,5-diene-2-carboxylate (1188966-90-6)

Conditions	Yield
In ethanol at 20℃; for 12h;	99%

(1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexyl benzoate (98665-97-5) + lithium tert-butoxide (1907-33-1) + tert-butyl alcohol (75-65-0) → 2-trans-5-(4'-hydroxy-2',2',6'-trimethylclohex-1'-enyl)-3-methylpent-2-en-4-yn-1-ol (95307-42-9)

Conditions	Yield
With n-butyllithium In hexane; toluene	98.8%

ethyl (1S,4R,6R)-4-hydroxy-1-(5-hydroxy-3-methyl-3E-penten-1-ynyl)-2,2,6-trimethylcyclohexylcarbonate (98665-95-3) + lithium tert-butoxide (1907-33-1) + tert-butyl alcohol (75-65-0) → 2-trans-5-(4'-hydroxy-2',2',6'-trimethylclohex-1'-enyl)-3-methylpent-2-en-4-yn-1-ol (95307-42-9)

Conditions	Yield
With n-butyllithium In hexane; toluene	98%

[Ni(II)(N,N,N',N'-tetramethylethylenediamine)Cl2] (15630-06-5) + lithium tert-butoxide (1907-33-1) → Ni(OC4H9-t)2

Conditions	Yield
at 60℃; for 48h; Inert atmosphere; Sealed tube;	98%

N,N'-dicyclohexyl-diazenedicarboxamide + lithium tert-butoxide (1907-33-1) → tert-butyl cyclohexylcarbamate (3712-40-1)

Conditions	Yield
With copper(ll) bromide In tetrahydrofuran; hexane at 20℃; for 0.333333h; Substitution;	97%

azodicarbonyldiphenethylamide + lithium tert-butoxide (1907-33-1) → N-(t-butoxycarbonyl)phenethylamine (38427-90-6)

Conditions	Yield
With copper(ll) bromide In tetrahydrofuran; hexane at 20℃; for 0.5h; Substitution;	97%

benzil (134-81-6) + lithium tert-butoxide (1907-33-1) → tert.-Butyl benzilate (107627-05-4)

Conditions	Yield
In tetrahydrofuran; benzene Mechanism; Ambient temperature; Heating;	96%
In tetrahydrofuran; benzene 1.) 48 h, room temp. 2.) reflux, 3.5 h;	96%

dichloro-η(5)-cyclopentadienyl-tert-butylimido-vanadium(V) + lithium tert-butoxide (1907-33-1) → ((t-Bu)N)V(η5C5H5)Cl(O-t-Bu)

Conditions

Yield

In hexane byproducts: LiCl; dropwise addn. of soln. of LiOC(CH3)3 (31.85 mmol) in n-hexane to suspension of (CH3)3CNV(C5H5)Cl2 (31.85 mmol) in n-hexane over a period of 30 min with stirring, then stirring for 20 h at room temp. (Ar-atmosphere);; centrifuging off LiCl, washing with n-hexane, evapg. collected solns. in vac. to dryness, sublimation of residue in high vac. at 1E-4 torr/60-65°C (elem. anal.);;

96%

C14H22B10N2O + lithium tert-butoxide (1907-33-1) → C18H30B10N2O2

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate); tetrabutylammonium trifluoromethylsulfonate In tetrahydrofuran at 25℃; for 12h; Inert atmosphere; Electrochemical reaction; regioselective reaction;	96%

C21H16N2O2 (100663-89-6, 105769-62-8, 106727-87-1) + lithium tert-butoxide (1907-33-1) → tert-butyl cinnamate (14990-09-1)

Conditions	Yield
In tetrahydrofuran Ambient temperature;	95%

{(neopentylidene)(2,6-diisopropylphenylimido)(CF3SO2O)2(1,2-dimetoxyethane)molybdenum} + lithium tert-butoxide (1907-33-1) → Mo(O-t-Bu)2(N-2,6-C6H3-i-Pr2)(CH-t-Bu) (153483-74-0, 108969-04-6, 153483-67-1)

Conditions	Yield
In 1,2-dimethoxyethane; diethyl ether LiO-tBu is slowly added to soln. of Mo-compd. in ether/dme over 10 min at 30°C, mixt. is allowed to warm to room temp., stirred for 2 h; evapn., extn. (pentane), filtering over Celite, evapn.,recrystn. from pentane (-40°C), elem. anal.;	95%

vanadium(V) oxytriisopropoxide (5588-84-1) + lithium tert-butoxide (1907-33-1) → lithium triisopropyl(t-butyl)orthovanadate

Conditions	Yield
In hexane; toluene; tert-butyl alcohol To a soln. of (i-PrO)3VO in hexane a soln. of (t-BuO)Li in toluene/t-butanol mixt. was added under Ar.; Solvent was completely removed under vac., elem. anal.;	95%

(η5-C5H5)NbCl2(NMe) + lithium tert-butoxide (1907-33-1) → {Nb(C5H5)(NCH3)(OC(CH3)3)2}

Conditions	Yield
In diethyl ether addn. of chilled diethyl ether to a mixt. of Nb complex and lithium alkoxide, warming to room temp., stirred for 12 h, filtered; evapn., dried (vac.), washed (cold pentane), sublimation, elem. anal.;	95%

((C2H5)2C5HN)4ZrCl2*0.5CH3C6H5 + lithium tert-butoxide (1907-33-1) → (C36H44N4)Zr(OC(CH3)3)Cl (151138-81-7)

Conditions	Yield
In dichloromethane inert atmosphere; 1 equiv. of LiO-t-Bu,slow warming from -35°C to room temp. (over 3 h); filtration, evapn.; can be crystallized (toluene, -40°C); elem. anal.;	95%

[Mn(cyclopentadienyl)(CO)2(C(Ph)PH(Mes))] (1071224-73-1) + lithium tert-butoxide (1907-33-1) + methyl iodide (74-88-4) → [Mn(cyclopentadienyl)(CO)(OCC(Ph)P(Me)(Mes))] (1286835-77-5)

Conditions

Yield

In tetrahydrofuran (N2); using Schlenk techniques; dissolving of CpMn(CO)2(CPhPHMes) in THFat -40°C, treatment with t-BuOLi, cooling to -80°C, addn. dropwise of MeI, slow warming to room temp., diluting with THF, cooling to -80°C; rapid filtration through alumina, evapn. to dryness under vac., monitoring by NMR, extn. of residue with 1:1 ether-hexane, filtration of combined extracts, concn. (vac.), cooling overnight at -20°C, sepn. by decantation, washing (pentane), drying;

95%

24,26-dimethoxy-25,27-dihydroxy-5,11,17,23-tetra(4-tert-butyl)calix[4]arene (122406-45-5) + lithium tert-butoxide (1907-33-1) → Li2(dimethyl-p-tert-butylcalix[4]arene)

Conditions	Yield
In tetrahydrofuran at 150℃; for 2h; Inert atmosphere; Schlenk technique; Reflux;	95%

carbon dioxide (124-38-9) + 2-fluorobenzylideneaniline (135663-15-9, 39087-92-8) + bis(pinacol)diborane (73183-34-3) + lithium tert-butoxide (1907-33-1) → lithium 4-(2-fluorophenyl)-7,7,8,8-tetramethyl-2-oxo-3-phenyl-1,6,9-trioxa-3-aza-5-boraspiro[4.4]nonan-5-uide

Conditions	Yield
Stage #1: 2-fluorobenzylideneaniline; bis(pinacol)diborane; lithium tert-butoxide With (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride In hexane at 20℃; for 0.0833333h; Inert atmosphere; Glovebox; Schlenk technique; Stage #2: carbon dioxide In hexane at 60℃; under 760.051 Torr; for 20h; Schlenk technique;	95%

Re(C-t-Bu)(2,6-i-Pr2C6H3N)Cl2(pyridine)2 + lithium tert-butoxide (1907-33-1) → Re(C-t-Bu)(2,6-i-Pr2C6H3N)(O-t-Bu)2 (113584-80-8)

Conditions	Yield
In dichloromethane byproducts: lithium chloride; N2-filled drybox or Schlenk techniques; LiO-t-Bu added to soln. of Re complex at -40°C, stirred for 1 h at room temp.; filtered through Celite, evapd., residue extd. with pentane, extract reduced in vol., ppt. recrystd. from cold pentane; elem. anal.;	94%

Tributoxyoxovanadium (1801-76-9) + lithium tert-butoxide (1907-33-1) → lithium tributyl(t-butyl)orthovanadate

Conditions	Yield
In hexane; toluene; tert-butyl alcohol To a soln. of (BuO)3VO in hexane a soln. of (t-BuO)Li in toluene/t-butanol mixt. was added under Ar.; Solvent was completely removed under vac., elem. anal.;	94%

dichloro-diisopropylamido-tert-butylimido-vanadium(V) + lithium tert-butoxide (1907-33-1) → chloro-tert-butoxy-diisopropylamido-tert-butylimidovanadium(V)

Conditions	Yield
In hexane byproducts: LiCl; under Ar, 1 equiv. of Li-compd. was added in n-hexane to hexane soln. ofV-compd., stirring for 2 h; LiCl was centrifuged, solvent was removed in vac., residue was twice extd. with n-hexane, soln. was evapd. to dryness in vac., residue was dissolved in n-pentane, crystn. at -78 °C for 18 h, crystals were sepd. in cold, dried in vac., elem. anal.;	94%

mesitylantimony dichloride (106870-56-8) + lithium tert-butoxide (1907-33-1) → (C6H2(CH3)3)Sb(OC(CH3)3)2 (196939-35-2)

Conditions	Yield
In pentane byproducts: LiCl; N2, Schlenk tube; Sb-compd. addn to Li-compd. soln., stirring for 3 h at20°C, LiCl filtration off (celite), soln. concn. under reduced p ressure; elem. anal.;	94%

carbon dioxide (124-38-9) + N-(4-chlorobenzylidene)aniline (2362-79-0) + bis(pinacol)diborane (73183-34-3) + lithium tert-butoxide (1907-33-1) → lithium 4-(4-chlorophenyl)-7,7,8,8-tetramethyl-2-oxo-3-phenyl-1,6,9-trioxa-3-aza-5-boraspiro[4.4]nonan-5-uide

Conditions	Yield
Stage #1: N-(4-chlorobenzylidene)aniline; bis(pinacol)diborane; lithium tert-butoxide With (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride In hexane at 20℃; for 0.0833333h; Inert atmosphere; Glovebox; Schlenk technique; Stage #2: carbon dioxide In hexane at 60℃; under 760.051 Torr; for 20h; Schlenk technique;	94%

(S)-2-methyl-N-(4-methylbenzylidene)propane-2-sulfinamide + carbon dioxide (124-38-9) + bis(pinacol)diborane (73183-34-3) + lithium tert-butoxide (1907-33-1) → lithium 3-(tert-butylsulfinyl)-7,7,8,8-tetramethyl-2-oxo-4-(p-tolyl)-1,6,9-trioxa-3-aza-5-boraspiro[4.4]nonan-5-uide

Conditions	Yield
Stage #1: (S)-2-methyl-N-(4-methylbenzylidene)propane-2-sulfinamide; bis(pinacol)diborane; lithium tert-butoxide With (1,3-dimesitylimidazolidin-2-yl)copper(I) chloride In hexane at 20℃; for 0.0833333h; Inert atmosphere; Glovebox; Schlenk technique; Stage #2: carbon dioxide In hexane at 60℃; under 760.051 Torr; for 20h; Schlenk technique; diastereoselective reaction;	94%

phenyl carbamate (64-10-8) + lithium tert-butoxide (1907-33-1) → tert-butyl phenylcarbamate (3422-01-3)

Conditions	Yield
With copper(ll) bromide In tetrahydrofuran; hexane at 50℃; for 0.0833333h; Substitution;	93%

Upstream product

• 14680-31-0 lithium tert-butyl hydroperoxide 
• 109-72-8 n-butyllithium 
• 71-36-3 butan-1-ol 
• 75-65-0 tert-butyl alcohol 
• 3965-63-7 tert-butylperoxytrimethylsilane 
• 920-36-5 (2-methylpropyl)lithium 

Downstream Products

• 5787-28-0 (S)-2-phenyl-1-butane 
• 4530-20-5 BOC-glycine 
• 35426-69-8 o-chlorobenzenecarbamic acid tert-butyl ester 
• 16537-05-6 tert-butyl cyclohexanecarboxylate 
• 16537-09-0 t-butyl phenylacetate 
• 109309-90-2 (S)-N-benzoylphenylalanine tert-butyl ester 
• 98040-93-8 tert-butyl 2,3,4,5,6-pentafluorobenzoate 
• 945526-89-6 C₂₂H₂₇NO₄S 
• 260054-47-5 1,3-bis(2,4,6-trimethylphenyl)-2-(trichloromethyl)imidazolidine 
• 504437-44-9 5(R)-3-[4-[(1α,5α,6α)-6-(N-t-butoxycarbonyl)amino-3-azabicyclo[3.1.0]hexan-3-yl]phenyl]-5-hydroxymethyl oxazolidin-2-one 
• 13756-42-8 tert-butyl 4-methylbenzoate 
• 213316-32-6 (1S,2R)-1-amino-2-vinylcyclopropanecarboxylic acid ethyl ester 
• 95307-42-9 2-trans-5-(4'-hydroxy-2',2',6'-trimethylclohex-1'-enyl)-3-methylpent-2-en-4-yn-1-ol 
• 250790-05-7 tert-butyl 2-chloro-4-nitro-benzoate 

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The highly stereocontrolled total synthesis of (-)-N-methylwelwitindolinone C isothiocyanate is described, which features the expeditious construction of a bicyclo[4.3.1]decane ring system by a palladium-catalyzed tandem enolate allylation/arylation reaction.

IMIDE COMPLEX, METHOD FOR PRODUCING THE SAME, METAL-CONTAINING THIN FILM AND METHOD FOR PRODUCING THE SAME

Objects of the present invention are to provide a novel niobium or tantalum complex having good vapor pressure and becoming a raw material for producing a niobium- or tantalum-containing thin film by a method such as CVD method, ALD method or the like, a method for producing the same, a metal-containing thin film using the same, and a method for producing the same. The present invention relates to producing an imide complex represented by the general formula (1) by, for example, the reaction between M1(NR1)X3(L)r (2) and an alkali metal alkoxide (3): (wherein M1 represents niobium atom or tantalum atom, R1 represents an alkyl group having from 1 to 12 carbon atoms, R2 represents an alkyl group having from 2 to 13 carbon atoms, X represents halogen atom, r is 1 when L is 1,2-dimethoxyethane ligand, r is 2 when L is pyridine ligand, and M2 represents an alkali metal), and producing a niobium- or tantalum-containing thin film by using the imide complex (1) as a raw material.

METHOD FOR PRODUCING AN OPTICALLY ACTIVE TETRAHYDROQUINOLINE

The present invention provides an industrially advantageous production method of optically active tetrahydroquinolines of formula (1), which comprises: 1) a step of reacting a β-ketoester of formula (2) with an amine of formula (3) to produce an enaminoester of formula (4); 2) a step of subjecting the enaminoester of formula (4) above obtained in 1) to asymmetric hydrogenation to produce an optically active β-amino acid derivative of formula (5); 3) a step of amidating the optically active β-amino acid derivative (5) above obtained in 2) to produce an amide of formula (6); 4) step of alkoxycarbonylating the amide of formula (6) above obtained in 3) to produce a compound of formula (7); and 5) a step of subjecting the compound of formula (7) above to cyclization to produce the optically active tetrahydroquinoline of formula (1).