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17579-99-6 Usage

Chemical Properties

Yellow-Brownish Solid

Uses

Different sources of media describe the Uses of 17579-99-6 differently. You can refer to the following data:
1. Methyltriphenoxyphosphonium Iodide is used in the transformation of the 5’-hydroxyl group in nucleosides to the 5’-deoxy-5’-iodo group.
2. Used in the transformation of the 5′-hydroxyl group in nucleosides to the 5′-deoxy-5′-iodo group.
3. Methyltriphenoxyphosphonium Iodide is used in the transformation of the 5?hydroxyl group in nucleosides to the 5?deoxy-5?iodo group

Purification Methods

Gently heat the impure iodide with good grade Me2CO. The saturated solution obtained is decanted rapidly from undissolved salt and treated with an equal volume of dry Et2O. The iodide separates as flat needles which are collected by centrifugation, washed several times with dry Et2O, and dried in a vacuum over P2O5. For this recrystallisation it is essential to minimise the time of contact with Me2CO and to work rapidly and with rigorous exclusion of moisture. If the crude material is to be used, it should be stored under dry Et2O, and dried and weighed in vacuo immediately before use. [Landauer & Rydon J Chem Soc 224 1953, Hudson et al. J Chem Soc Perkin Trans 1 982 1974, Beilstein 6 IV 704.]

Check Digit Verification of cas no

The CAS Registry Mumber 17579-99-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,5,7 and 9 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 17579-99:
(7*1)+(6*7)+(5*5)+(4*7)+(3*9)+(2*9)+(1*9)=156
156 % 10 = 6
So 17579-99-6 is a valid CAS Registry Number.
InChI:InChI=1/C19H18O3P/c1-23(20-17-11-5-2-6-12-17,21-18-13-7-3-8-14-18)22-19-15-9-4-10-16-19/h2-16H,1H3/q+1

17579-99-6 Well-known Company Product Price

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  • Aldrich

  • (226432)  Methyltriphenoxyphosphoniumiodide  96%

  • 17579-99-6

  • 226432-10G

  • 347.49CNY

  • Detail
  • Aldrich

  • (226432)  Methyltriphenoxyphosphoniumiodide  96%

  • 17579-99-6

  • 226432-50G

  • 1,726.92CNY

  • Detail

17579-99-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name METHYLTRIPHENOXYPHOSPHONIUM IODIDE

1.2 Other means of identification

Product number -
Other names methyl(triphenoxy)phosphanium,iodide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17579-99-6 SDS

17579-99-6Synthetic route

triphenyl phosphite
101-02-0

triphenyl phosphite

methyl iodide
74-88-4

methyl iodide

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

Conditions
ConditionsYield
im geschlossenen Rohr;
tert-butyl (4S,7S,10aS)-7-formyl-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate
1400677-76-0

tert-butyl (4S,7S,10aS)-7-formyl-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

tert-butyl (4S,7S,10aS)-5-oxo-7-vinyloctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate
1400677-77-1

tert-butyl (4S,7S,10aS)-5-oxo-7-vinyloctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate

Conditions
ConditionsYield
Stage #1: methyltriphenoxyphosphonium iodide With potassium hexamethylsilazane In tetrahydrofuran; toluene at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: tert-butyl (4S,7S,10aS)-7-formyl-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylcarbamate In tetrahydrofuran; toluene at -78 - 20℃; for 3h;
91%
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

2-benzyloxycarbonylamino-3-hydroxy-propionic Acid tert-butyl Ester
59859-77-7

2-benzyloxycarbonylamino-3-hydroxy-propionic Acid tert-butyl Ester

2-benzyloxycarbonylamino-3-iodo-propionic Acid tert-butyl Ester

2-benzyloxycarbonylamino-3-iodo-propionic Acid tert-butyl Ester

Conditions
ConditionsYield
In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 3.5h;85%
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

2-amino-phenol
95-55-6

2-amino-phenol

2-methyl-2',3'-dihydro-3H-2λ5-[2,2']spirobi(benzo[1,3,2]oxazaphosphole)
57602-63-8

2-methyl-2',3'-dihydro-3H-2λ5-[2,2']spirobi(benzo[1,3,2]oxazaphosphole)

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane75%
2'-fluoro-uridine

2'-fluoro-uridine

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

2',5'-Dideoxy-5'-iodo-2'-fluorouridine

2',5'-Dideoxy-5'-iodo-2'-fluorouridine

Conditions
ConditionsYield
In methanol; chloroform; N,N-dimethyl-formamide58%
ethanol
64-17-5

ethanol

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

A

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

B

ethyl iodide
75-03-6

ethyl iodide

C

phenol
108-95-2

phenol

3-isopropyl-pentane-1,5-diol
61898-54-2, 83805-51-0

3-isopropyl-pentane-1,5-diol

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

1-iodo-3-(2-iodo-ethyl)-4-methyl-pentane
98998-09-5

1-iodo-3-(2-iodo-ethyl)-4-methyl-pentane

p-methylsulfonylbenzyl alcohol
22821-77-8

p-methylsulfonylbenzyl alcohol

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

(4-iodomethyl-phenyl)-methyl sulfone
100960-84-7

(4-iodomethyl-phenyl)-methyl sulfone

3β-acetoxy-6α-hydroxymethyl-5α-pregnan-20-one
1805-11-4, 96611-57-3, 103188-73-4

3β-acetoxy-6α-hydroxymethyl-5α-pregnan-20-one

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

3β-acetoxy-6α-iodomethyl-5α-pregnan-20-one
103129-42-6

3β-acetoxy-6α-iodomethyl-5α-pregnan-20-one

Conditions
ConditionsYield
With methyl iodide
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

Conditions
ConditionsYield
at 220℃;
With sodium hydroxide
With sodium hydroxide
With butan-1-ol In acetonitrile at -40℃;
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

dimethyl amine
124-40-3

dimethyl amine

dimethylamino-methyl-diphenoxy-phosphonium; iodide

dimethylamino-methyl-diphenoxy-phosphonium; iodide

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

diethylamine
109-89-7

diethylamine

diethyl-(methyl-diphenoxy-phosphoranyliden)-ammonium; iodide
20442-20-0, 857012-64-7

diethyl-(methyl-diphenoxy-phosphoranyliden)-ammonium; iodide

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol
100-79-8

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

4-iodomethyl-2,2-dimethyl-[1,3]dioxolane
23737-52-2

4-iodomethyl-2,2-dimethyl-[1,3]dioxolane

cholesterol
57-88-5

cholesterol

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

methyl iodide
74-88-4

methyl iodide

cholesteryl iodide
2930-80-5

cholesteryl iodide

6,6-diphenyl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-5-ol
62506-10-9

6,6-diphenyl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-5-ol

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

6,6-diphenyl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazole
62476-40-8

6,6-diphenyl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazole

Conditions
ConditionsYield
With sodium cyanoborohydride In N,N,N,N,N,N-hexamethylphosphoric triamide
2,2'-Anhydrouridine
3736-77-4

2,2'-Anhydrouridine

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

methylphosphonic acid (3aS)-2t-iodomethyl-6-oxo-(3ar,9ac)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3c-yl ester phenyl ester
24453-29-0

methylphosphonic acid (3aS)-2t-iodomethyl-6-oxo-(3ar,9ac)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-3c-yl ester phenyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 0.25h;
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

C19H17O3P*INa

C19H17O3P*INa

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran 1.) 50-60 deg C, 2.) RT, overnight;
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

A

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

B

methyltetraphenoxyphosphorane
58373-32-3

methyltetraphenoxyphosphorane

C

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

D

methyl iodide
74-88-4

methyl iodide

Conditions
ConditionsYield
In dichloromethane for 2h; Ambient temperature;
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

4-methylcyclohexylamine
6321-23-9

4-methylcyclohexylamine

C22H45N3P(1+)*I(1-)

C22H45N3P(1+)*I(1-)

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

but-2t(?)-en-1-ol

but-2t(?)-en-1-ol

(E)-crotyl iodide
38169-04-9

(E)-crotyl iodide

Conditions
ConditionsYield
at 0℃;
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

toluene
108-88-3

toluene

sodium

sodium

methylphosphine
593-54-4

methylphosphine

Conditions
ConditionsYield
anschliessendes Behandeln mit wss. Methanol;
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

diphenyl methylphosphonate
7526-26-3

diphenyl methylphosphonate

B

hydrogen iodide
10034-85-2

hydrogen iodide

C

phenol
108-95-2

phenol

2,6-dimethylpyridine
108-48-5

2,6-dimethylpyridine

hexanes-EtOAc

hexanes-EtOAc

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(hydroxymethyl)-2'-O-(2-methoxyethyl)-5-methyluridine
318246-92-3

5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(hydroxymethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine
312934-29-5

5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

Conditions
ConditionsYield
In ethyl acetate; N,N-dimethyl-formamide
In ethyl acetate; N,N-dimethyl-formamide
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

methyl 4-(4-hydroxy-1-butyl)phenylacetate
164931-20-8

methyl 4-(4-hydroxy-1-butyl)phenylacetate

methyl 4-(4-iodobutyl)phenylacetate
192804-76-5

methyl 4-(4-iodobutyl)phenylacetate

Conditions
ConditionsYield
In hexane; ethyl acetate; acetonitrile4.12 g (71%)
morpholine
110-91-8

morpholine

4-N-[4-(2-hydroxyethyl)phenyl]amino-5-phenyl-7-(2,3-O-(methylethylidene)-β-D-erythrofuranosyl)pyrrolo[2,3-d]pyrimidine
186457-13-6

4-N-[4-(2-hydroxyethyl)phenyl]amino-5-phenyl-7-(2,3-O-(methylethylidene)-β-D-erythrofuranosyl)pyrrolo[2,3-d]pyrimidine

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

4-N-[4-(2-(4-morpholino)ethyl)phenyl]amino-5-phenyl-7-(2,3-O-(methylethylidene)-β-D-erythrofuranosyl)pyrrolo[2,3-d]pyrimidine
186457-14-7

4-N-[4-(2-(4-morpholino)ethyl)phenyl]amino-5-phenyl-7-(2,3-O-(methylethylidene)-β-D-erythrofuranosyl)pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
With sodium thiosulfate In 1,4-dioxane; dichloromethane
2-(β-hydroxy-β-phenylethyl)morpholine
58040-33-8

2-(β-hydroxy-β-phenylethyl)morpholine

ethereal oxalic acid

ethereal oxalic acid

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

2-(β-phenyl-trans-vinyl)morpholine hydrogen oxalate
58039-41-1, 58040-34-9

2-(β-phenyl-trans-vinyl)morpholine hydrogen oxalate

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide
methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

Methyl-triphenoxyphosphonium-trifluormethansulfonat
58973-90-3

Methyl-triphenoxyphosphonium-trifluormethansulfonat

Conditions
ConditionsYield
byproducts: AgI;
byproducts: AgI;
1-(2-methoxy-5-(trifluoromethyl)phenyl)ethan-1-one
503464-99-1

1-(2-methoxy-5-(trifluoromethyl)phenyl)ethan-1-one

methyltriphenoxyphosphonium iodide
17579-99-6

methyltriphenoxyphosphonium iodide

1-methoxy-2-(prop-1-en-2-yl)-4-(trifluoromethyl)benzene

1-methoxy-2-(prop-1-en-2-yl)-4-(trifluoromethyl)benzene

Conditions
ConditionsYield
Stage #1: methyltriphenoxyphosphonium iodide With potassium tert-butylate In tetrahydrofuran at 0℃; for 2h;
Stage #2: 1-(2-methoxy-5-(trifluoromethyl)phenyl)ethan-1-one In tetrahydrofuran at 20℃; for 1h;

17579-99-6Relevant articles and documents

Halo sugar nucleosides. I. Iodination of the primary hydroxyl groups of nucleosides with methyltriphenoxyphosphonium iodide.

Verheyden,Moffatt

, p. 2319 - 2326 (2007/10/07)

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