229625-50-7

Basic information

• Product Name: PHOSPHORIC ACI DI-T-BUTYL EXTER CHLOROMETHYL ESTER
• Synonyms: Di-tert-butyl Chloromethyl Phosphate;PHOSPHORIC ACI DI-T-BUTYL EXTER CHLOROMETHYL ESTER;Phosphoric acid, chloroMethyl bis(1,1-diMethylethyl) ester;Phosphoric acid di-tert-butyl chloromethyl ester;Chloromethyl di-tert-butyl phosphate;Phosphoric acid ditert-butyl ester chloromethyl ester;Di-tert-butyl (chloromethyl) phosphate (stabilized with potassium carbonate);Fostemsavir-SM
• CAS NO: 229625-50-7
• Molecular Formula: C₉H₂₀ClO₄P
• Molecular Weight: 258.679461
• Product Categories: intermediates
• Mol File: 229625-50-7.mol
• Article Data: 58

Chemical Properties

• Boiling Point: 272.9±23.0 °C(Predicted)
• Appearance: /
• Density: 1.115±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• Solubility: Benzene (Slightly), Methanol (Slightly)
• Stability: Moisture Sensitive
• CAS DataBase Reference: PHOSPHORIC ACI DI-T-BUTYL EXTER CHLOROMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: PHOSPHORIC ACI DI-T-BUTYL EXTER CHLOROMETHYL ESTER(229625-50-7)
• EPA Substance Registry System: PHOSPHORIC ACI DI-T-BUTYL EXTER CHLOROMETHYL ESTER(229625-50-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37
• Hazardous Substances Data: 229625-50-7(Hazardous Substances Data)

Synthetic route

Chloroiodomethane (593-71-5) + di-tert-butyl phosphoric acid tetra-n-butylammonium salt (68695-48-7) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
at 20℃; for 4h; Inert atmosphere;	97%
In benzene at 20℃; for 20h; Time; Darkness;	91%
In benzene at 20℃; for 3h;	49%

chlorosulfuric acid chloromethyl ester (49715-04-0) + potassium di-tert-butylphosphate (33494-80-3) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Stage #1: potassium di-tert-butylphosphate With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water at 0℃; for 0.166667h; Stage #2: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 20℃; for 20h;	95.3%
With potassium hydrogenphosphate trihydrate; tert-butyl methyl ether; tetra(n-butyl)ammonium hydrogensulfate In water at 0 - 20℃; for 2.41667h;	94%
With potassium hydrogenphosphate trihydrate; tetra(n-butyl)ammonium hydrogensulfate In tert-butyl methyl ether; water at 0 - 30℃; for 2.41667h;	94%

chlorosulfuric acid chloromethyl ester (49715-04-0) + phosphoric acid di-tert-butyl ester (33494-81-4) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Stage #1: phosphoric acid di-tert-butyl ester With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In water for 0.166667h; Cooling with ice; Stage #2: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 20℃; for 24h;	89%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃;	72%
Stage #1: phosphoric acid di-tert-butyl ester With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water at 0℃; for 0.166667h; Stage #2: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 20℃;	72%

chlorosulfuric acid chloromethyl ester (49715-04-0) + tetramethylammonium di-tert-butyl hydrogen phosphate (34075-24-6) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Stage #1: tetramethylammonium di-tert-butyl hydrogen phsophate With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In water for 0.166667h; Cooling with ice; Stage #2: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 20℃; for 24h;	89%
Stage #1: tetramethylammonium di-tert-butyl hydrogen phsophate With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In water for 0.166667h; Cooling with ice; Stage #2: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 20℃; for 24h;	89%

Chloroiodomethane (593-71-5) + di-tert-butyl phosphate silver salt (18281-42-0) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
In benzene at 20℃; for 18h;	71%
In toluene at 100℃;	1.8 g
In toluene at 100℃;	1.8 g

Chloroiodomethane (593-71-5) + phosphoric acid di-tert-butyl ester (33494-81-4) + di-tert-butyl phosphite (13086-84-5) + di-tert-butyl phosphate silver salt (18281-42-0) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
silver carbonate In acetonitrile; benzene	71%

Chloroiodomethane (593-71-5) + tetramethylammonium di-tert-butyl hydrogen phosphate (34075-24-6) → di-tert-butyl chloromethyl phosphate (229625-50-7) + bis-di-tert-butyl methyl phosphate (427899-56-7)

Conditions	Yield
In 1,2-dimethoxyethane at 85℃; for 1.5h; Heating / reflux;	A 63% B n/a
In 1,2-dimethoxyethane for 1.5h; Heating;	A 35% B n/a

bis-di-tert-butyl methyl phosphate (427899-56-7) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
With silica gel Chromatography;	60%

chlorosulfuric acid chloromethyl ester (49715-04-0) + phosphoric acid dibenzyl ester (1623-08-1) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water	59%

Chloroiodomethane (593-71-5) + di-tert-butyl phosphite (13086-84-5) + pyrographite (7440-44-0) + tetramethylammonium di-tert-butyl hydrogen phosphate (34075-24-6) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
With potassium hydrogencarbonate In potassium permanganate; 1,2-dimethoxyethane; water; acetone

Chloroiodomethane (593-71-5) + tetramethylammonium di-tert-butyl hydrogen phosphate (34075-24-6) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
In dimethoxymethane, 1,2- Heating / reflux;
In 1,2-dimethoxyethane at 25℃; for 1.5h; Reflux;
In 1,2-dimethoxyethane

Chloroiodomethane (593-71-5) + phosphoric acid di-tert-butyl ester (33494-81-4) → di-tert-butyl chloromethyl phosphate (229625-50-7) + bis-di-tert-butyl methyl phosphate (427899-56-7)

Conditions	Yield
Stage #1: phosphoric acid di-tert-butyl ester With tetramethyl ammoniumhydroxide In water; acetone Cooling with ice bath; Stage #2: Chloroiodomethane In 1,2-dimethoxyethane for 1h; Heating / reflux;

n-butylammonium sulfate + chloromethylchlorosulfonate + potassium di-tert-butylphosphate (33494-80-3) → di-tert-butyl (4-(7-((2-(3-fluoro-5-(trifluoromethyl)phenyl)oxazol-4-yl)methoxy)-4-oxo-4H-chromen-3-yl)phenoxy)methyl phosphate + di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water

monochloromethanesulfonyl chloride (3518-65-8) + potassium di-tert-butylphosphate (33494-80-3) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Stage #1: potassium di-tert-butylphosphate With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate In dichloromethane; water at 11.1 - 16.2℃; Stage #2: monochloromethanesulfonyl chloride In dichloromethane; water at 15 - 23℃;

chlorosulfuric acid chloromethyl ester (49715-04-0) + barium bis(di-tert-butyl phosphate) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
With sodium carbonate; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 0 - 25℃; for 16.5h; Inert atmosphere;

di-tert-butyl phosphite (13086-84-5) → di-tert-butyl chloromethyl phosphate (229625-50-7)

di-tert-butyl phosphite (13086-84-5) + chlorosulfuric acid chloromethyl ester (49715-04-0) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Stage #1: di-tert-butyl phosphite With potassium permanganate; potassium hydrogencarbonate In water at 0 - 20℃; Stage #2: chlorosulfuric acid chloromethyl ester With tetra(n-butyl)ammonium hydrogensulfate; potassium hydrogencarbonate In dichloromethane; water at 5 - 20℃; for 71h;
Stage #1: di-tert-butyl phosphite With potassium permanganate; potassium hydrogencarbonate In water at -1 - 20℃; Stage #2: With tetra(n-butyl)ammonium hydrogensulfate; potassium hydrogencarbonate In water at 20℃; for 0.0833333h; Stage #3: chlorosulfuric acid chloromethyl ester In dichloromethane; water at 5 - 20℃; for 71h;

di-tert-butyl phosphite (13086-84-5) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydrogencarbonate; potassium permanganate / water 2.1: water; acetone / 0.5 h 3.1: sodium hydrogencarbonate; tetra(n-butyl)ammonium hydrogensulfate / water / 0.17 h / Cooling with ice 3.2: 24 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: potassium permanganate; potassium hydrogencarbonate / water / 1.5 h / 20 °C 2: hydrogenchloride / water; methanol / 0 °C 3: methanol / 0 °C 4: acetone / 40 °C View Scheme
Multi-step reaction with 4 steps 1: potassium permanganate; potassium hydrogencarbonate / water / 1.5 h / 20 °C 2: hydrogenchloride / water; methanol / 0 °C 3: methanol / Cooling with ice 4: 1,2-dimethoxyethane / Reflux View Scheme

potassium di-tert-butylphosphate (33494-80-3) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / methanol / 0 °C 2: Cooling with ice; Reflux 3: 1,2-dimethoxyethane View Scheme
Multi-step reaction with 3 steps 1: hydrogenchloride / water 2: acetone / pH 7 3: 1,2-dimethoxyethane / 2 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: hydrogenchloride / water 2: acetone / pH 7 3: Dimethyl ether / 2 h / Reflux View Scheme

phosphoric acid di-tert-butyl ester (33494-81-4) → di-tert-butyl chloromethyl phosphate (229625-50-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: water; acetone / 0.5 h 2.1: sodium hydrogencarbonate; tetra(n-butyl)ammonium hydrogensulfate / water / 0.17 h / Cooling with ice 2.2: 24 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: acetone / pH 7 2: 1,2-dimethoxyethane / 2 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: acetone / pH 7 2: Dimethyl ether / 2 h / Reflux View Scheme

4-(3-nitrophenyl)-1H-pyrazole (1190222-97-9) + di-tert-butyl chloromethyl phosphate (229625-50-7) → phosphoric acid di-tert-butyl [4-(3-nitrophenyl)-1H-pyrazol-1-yl]methyl ester (1190223-01-8)

Conditions	Yield
Stage #1: 4-(3-nitrophenyl)-1H-pyrazole With sodium hydride In N,N-dimethyl-formamide for 1h; Inert atmosphere; Cooling with ice; Stage #2: di-tert-butyl chloromethyl phosphate In N,N-dimethyl-formamide at 20℃; Cooling with ice; Inert atmosphere;	100%

4-[4-[7-tert-butyl-5-(4,4-dimethylcyclohexyl)furo[3,2-b]pyridine-2-carbonyl]-3,3-dimethylpiperazine-1-carbonyl]-1-methylcyclohexanecarboxylic acid + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butoxyphosphoryloxymethyl 4-[4-[7-tert-butyl-5-(4,4-dimethylcyclohexyl)furo[3,2-b]pyridine-2-carbonyl]-3,3-dimethylpiperazine-1-carbonyl]-1-methylcyclohexanecarboxylate

Conditions	Yield
With caesium carbonate; potassium iodide In dimethyl sulfoxide at 40℃; for 3h; Heating;	100%

(S)-ethyl 4'-(1H-indazole-7-carboxamido)-6'-methoxy-3',4'-dihydrospiro[piperidine-4,2'-pyrano[3,2-b]pyridine]-1-carboxylate + di-tert-butyl chloromethyl phosphate (229625-50-7) → (S)-ethyl 4'-(2-(((di-tert-butoxyphosphoryl)oxy)methyl)-2H-indazole-7-carboxamido)-6'-methoxy-3',4'-dihydrospiro[piperidine-4,2'-pyrano[3,2-b]pyridine]-1-carboxylate

Conditions	Yield
With caesium carbonate; sodium iodide In N,N-dimethyl-formamide at 55℃; for 5h;	100%

ethyl (S)-6'-bromo-4'-(1H-indazole-7-carboxamido)-3',4'-dihydrospiro[piperidine-4,2'-pyrano[2,3- c]pyridine]-1-carboxylate + di-tert-butyl chloromethyl phosphate (229625-50-7) → ethyl (S)-6'-bromo-4'-(2-(((di-tert-butoxyphosphoryl)oxy)methyl)-2H- indazole-7-carboxamido)-3',4'-dihydrospiro[piperidine-4,2'-pyrano[2,3-c]pyridine]-1-carboxylate

Conditions	Yield
With caesium carbonate; sodium iodide In N,N-dimethyl-formamide at 55℃; for 5h;	100%

methyl (S)-6-bromo-4-(1H-indazole-7-carboxamido)spiro[chromane-2,4'-piperidine]-1'-carboxylate + di-tert-butyl chloromethyl phosphate (229625-50-7) → (S)-methyl 6-bromo-4-(2-(((di-tert-butoxyphosphoryl)oxy)methyl)-2H-indazole-7-carboxamido)spiro[chroman-2,4'-piperidine]-1'-carboxylate

Conditions	Yield
With caesium carbonate; sodium iodide In N,N-dimethyl-formamide at 55℃; for 5h;	100%

di-tert-butyl chloromethyl phosphate (229625-50-7) + 3,5-dimethyl-4-(4-nitrophenyl)-1H-pyrazole (42418-61-1) → di-tert-butyl [3,5-dimethyl-4-(4-nitrophenyl)pyrazol-1-yl]methyl phosphate

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	100%

N-(3-(3,6-difluoropyridin-2-yl)-1-((1r,4r)-4-ethoxycyclohexyl)-1H-pyrazol-4-yl)-2-(1H-pyrazol-4-yl)thiazole-4-carboxamide + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butyl ((4-(4-((3-(3,6-difluoropyridin-2-yl)-1-(trans-4-ethoxycyclohexyl)-1H-pyrazol-4-yl)carbamoyl)thiazol-2-yl)-1H-pyrazol-1-yl)methyl) phosphate

Conditions	Yield
Stage #1: N-(3-(3,6-difluoropyridin-2-yl)-1-((trans)-4-ethoxycyclohexyl)-1H-pyrazol-4-yl)-2-(1H-pyrazol-4-yl)thiazole-4-carboxamide With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: di-tert-butyl chloromethyl phosphate In N,N-dimethyl-formamide at 20℃; for 38h;	100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 38h;

N-(1-((1r,4r)-4-ethoxycyclohexyl)-3-(pyrazin-2-yl)-1H-pyrazol-4-yl)-2-(1H-pyrazol-4-yl)oxazole-4-carboxamide + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butyl ((4-(4-((1-((1r,4r)-4-ethoxycyclohexyl)-3-(pyrazin-2-yl)-1H-pyrazol-4-yl)carbamoyl)oxazol-2-yl)-1H-pyrazol-1-yl)methyl) phosphate

Conditions	Yield
Stage #1: N-(1-((1r,4r)-4-ethoxycyclohexyl)-3-(pyrazin-2-yl)-1H-pyrazol-4-yl)-2-(1H-pyrazol-4-yl)oxazole-4-carboxamide With caesium carbonate In N,N-dimethyl-formamide at 20℃; Stage #2: di-tert-butyl chloromethyl phosphate In N,N-dimethyl-formamide	99%

5-bromopyridin-3-yl 4,6-O-benzyliden-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1-yl]-1-thio-α-D-galactopyranoside + di-tert-butyl chloromethyl phosphate (229625-50-7) → 5-bromopyridin-3-yl 4,6-O-benzylidene-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1-yl]-2-O-[(di-tert-butylphosphonooxy)methyl]-1-thio-α-D-galactopyranoside

Conditions	Yield
With sodium iodide; silver(l) oxide In N,N-dimethyl-formamide at 20℃; Inert atmosphere; Molecular sieve;	96%

netupitant (290297-26-6) + di-tert-butyl chloromethyl phosphate (229625-50-7) → C31H36F6N4O5P(1+)*Cl(1-)

Conditions	Yield
Stage #1: netupitant; di-tert-butyl chloromethyl phosphate With sodium iodide In acetone at 30℃; Stage #2: With hydrogenchloride In water; acetone at 0 - 40℃; for 1.5h; Solvent; Temperature;	96%

fulvestrant (129453-61-8) + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butyl ((7R,8R,13S,14S,17S)-17-hydroxy-13-methyl-7-(9-(4,4,5,5,5-pentafluoropentyl sulfinyl)nonyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxy)methyl phosphate

Conditions	Yield
Stage #1: fulvestrant With potassium tert-butylate In tetrahydrofuran at 70℃; for 0.0833333h; Inert atmosphere; Stage #2: di-tert-butyl chloromethyl phosphate In tetrahydrofuran at 70℃;	95.38%

N-(1-((1,3-cis)-3-ethoxycyclobutyl)-3-(pyridin-2-yl)-1H-pyrazol-4-yl)-2-(1H-pyrazol-4-yl)thiazole-4-carboxamide + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butyl ((4-(4-((1-((1,3-cis)-3-ethoxycyclobutyl)-3-(pyridin-2-yl)-1H-pyrazol-4-yl)carbamoyl)thiazol-2-yl)-1H-pyrazol-1-yl)methyl) phosphate

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	95%
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	95%

ethyl (S)-4-(1H-indazole-7-carboxamido)spiro[chromane-2,4'-piperidine]-1'-carboxylate + di-tert-butyl chloromethyl phosphate (229625-50-7) → (S)-ethyl 4-(2-(((di-tert-butoxyphosphoryl)oxy)methyl)-2H-indazole-7-carboxamido)spiro[chroman-2,4'-piperidine]-1'-carboxylate

Conditions	Yield
With caesium carbonate; sodium iodide In N,N-dimethyl-formamide at 55℃; for 5h;	94%

3-{(13S,15R)-3-hydroxy-17-[(E)-methoxyimino]-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-15-yl}-N-(5-methylthiazol-2-yl)propanamide + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butyl ((((13S,15R,E)-17-(methoxyimino)-13-methyl-15-(3-((5-methylthiazol-2-yl)amino)-3-oxopropyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl)oxy)-methyl)phosphate

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	91%

6-chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazole (68786-66-3) + di-tert-butyl chloromethyl phosphate (229625-50-7) → [6-chloro-2-(methylthio)-5-(2,3-dichlorophenoxy)-1H-benzimidazol-1-yl]methyl dihydrogen phosphate + [5-chloro-2-(methylthio)-6-(2,3-dichlorophenoxy)-1H-benzimidazol-1-yl]methyl dihydrogen phosphate

Conditions	Yield
Stage #1: 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzo[d]imidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: di-tert-butyl chloromethyl phosphate In N,N-dimethyl-formamide; mineral oil for 24h; Stage #3: With hydrogenchloride In 1,4-dioxane for 0.5h;	A n/a B 90%

N-(((R)-2-((R)-1-(N-hydroxyformamido)propyl)heptanamido)methyl)-5-phenylfuran-2-carboxamide + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butyl ((4R,5R)-4-ethyl-3-formyl-6,10-dioxo-5-pentyl-10-(5-phenylfuran-2-yl)-2-oxa-3,7,9-triazadecyl) phosphate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 24h;	84%

2-(2-chloro-6-fluorophenyl)-5-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-1H-pyrrolo[3,2-b]pyridine (1443732-64-6) + di-tert-butyl chloromethyl phosphate (229625-50-7) → di-tert-butyl {2-(2-chloro-6-fluorophenyl)-5-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-1H-pyrrolo[3,2-b]pyridin-1-yl}methyl phosphate (1612288-98-8)

Conditions	Yield
Stage #1: 2-(2-chloro-6-fluorophenyl)-5-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-1H-pyrrolo[3,2-b]pyridine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: di-tert-butyl chloromethyl phosphate With sodium iodide In N,N-dimethyl-formamide at 60℃; for 2.5h;	82%

Upstream product

• 593-71-5 Chloroiodomethane 
• 13086-84-5 di-tert-butyl phosphite 
• 7440-44-0 pyrographite 
• 34075-24-6 tetramethylammonium di-tert-butyl hydrogen phsophate 
• 33494-81-4 phosphoric acid di-tert-butyl ester 
• 49715-04-0 chlorosulfuric acid chloromethyl ester 
• 33494-80-3 potassium di-tert-butylphosphate 
• 13086-84-5 di-tert-butyl phosphite 
• 3518-65-8 monochloromethanesulfonyl chloride 
• 39085-66-0 n-butylammonium sulfate 
• 18281-42-0 di-tert-butyl phosphate silver salt 
• 427899-56-7 bis-di-tert-butyl methyl phosphate 
• 1623-08-1 phosphoric acid dibenzyl ester 
• 68695-48-7 di-tert-butyl phosphoric acid tetra-n-butylammonium salt 

Downstream Products

• 1004980-18-0 ((7-((acetylamino)(3,4-dimethoxyphenyl)methyl)-5-chloroquinolin-8-yl)oxy)methyl di-tert-butyl phosphate 
• 901119-38-8 N₄-(2,2-dimethyl-4-[(di-tert-butyl-phosphonoxy)methyl]-3-oxo-5-pyrido[1,4]oxazin-6-yl)-5-fluoro-N₂-(3,4,5-trimethoxyphenyl)-2,4-pyrimidinediamine 
• 901119-41-3 C₃₁H₄₂FN₆O₉P 
• 901119-40-2 C₃₁H₄₂FN₆O₉P 
• 864953-32-2 (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate 
• 1099828-39-3 C₂₇H₃₈N₃O₇P 
• 1228237-58-8 (R)-di-tert-butyl (3-(5-(2-(1-(1-methyl-1H-pyrazol-3-ylsulfonyl)-piperidin-3-ylamino)pyrimidin-4-yl)imidazo[2,1-b]oxazol-6-yl)phenoxy)methyl phosphate 
• 1228470-07-2 di-tert-butyl 8-(4-methoxyphenyl)-9-oxo-5-propoxy-1,2,3,9-tetrahydro-6-aza-cyclopenta[a]naphthalen-6-ylmethylphosphate 
• 1258872-40-0 2-((4-((5-(2-amino-3-pyridinyl)-3-isoxazolyl)methyl)phenoxy)methyl)-1-((phosphonooxy)methyl)pyridinium mono-trifluoroacetate 
• 1340480-33-2 di-tert-butyl (3-{[3-(3-chloro-5-cyanophenoxy)-2-oxo-4-(trifluoromethyl)pyridin-1(2H)-yl]methyl}-1H-pyrazolo[3,4-b]pyridin-1-yl)methyl phosphate 
• 1373128-32-5 [[(2,6-difluorophenyl)carbonyl](1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-4-yl)amino]methyl bis(1,1-dimethylethyl) phosphate 

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A novel synthetic route for the preparation of alkyl and benzyl chloromethyl phosphates

An efficient and simple synthesis is described for the production of various chloromethyl phosphates as useful reagents for the preparation of phosphonooxymethyl prodrugs.

PRODRUGS IN THE MODULATION OF INTERLEUKIN

There are disclosed prodrugs of the compounds of the formula. The prodrugs are useful in the modulation of IL-12, IL-23 and/or IFNα, by acting on Tyk-2 to cause signal transduction inhibition.

TRIAZOLE ANTIMICROBIAL DERIVATIVE, PHARMACEUTICAL COMPOSITION AND USE THEREOF

The present disclosure provides a triazole antibacterial derivative and a pharmaceutical composition thereof and a use thereof and in particular relates to a compound represented by the following formula (I), and a racemate, a stereoisomer, a tautomer, an oxynitride or a pharmaceutically acceptable salt thereof: The compound of the present disclosure has a desirable water solubility and can be formulated into an injection for use without adding a cosolvent having a potential safety risk (such as hydroxypropyl-β-cyclodextrin, sulfobutylether-β-cyclodextrin, and the like), facilitating drug administration for patients, and greatly improving clinical safety. The drug can be used even by patients with moderate or severe renal impairment, thereby expanding the application scope of the drug.

POMALIDOMIDE DERIVATIVES AND THE PREPARING METHOD THEREOF

The invention relates to pomalidomide derivatives and their stereoisomers or pharmaceutically acceptable salts, and their use in preparing medicaments for treating cancers.