4,4'-Dimethoxytrityl chloride supplier

Name
4,4'-Dimethoxytrityl chloride
EINECS 255-002-6
CAS No. 40615-36-9
Article Data14
CAS DataBase
Density 1.159 g/cm³
Solubility Soluble in chloroform and methanol. Partially soluble in water
Melting Point 123-125 °C
Formula C₂₁H₁₉ClO₂
Boiling Point 463.1 °C at 760 mmHg
Molecular Weight 338.834
Flash Point 155.6 °C
Transport Information
Appearance pink powder
Safety 22-24/25-37/39-26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,1'-(Chlorophenylmethylene)bis[4-methoxybenzene];4,4'-Dimethoxytriphenylmethyl chloride;Bis(4-methoxyphenyl)phenylmethyl chloride;Chlorobis(4-methoxyphenyl)phenylmethane;NSC 89782;4,4-Dimethoxytriphenylchloro methane;
PSA 18.46000
LogP 5.23450

Synthetic route

: 40615-35-8
4,4'-dimethoxytrityl alcohol

: 40615-36-9
4,4'-dimethoxytrityl chloride

Conditions

Conditions	Yield
With thionyl chloride In n-heptane 1.) 0 deg C, 10 min, 2.) RT, 10 min, 3.) reflux, 1 h;	91%
With acetyl chloride In toluene for 2h; Inert atmosphere; Reflux;	89.7%
With thionyl chloride In diethyl ether Heating;	82%

: 100-66-3
methoxybenzene

: 98-07-7
Benzotrichlorid

: 40615-36-9
4,4'-dimethoxytrityl chloride

Conditions

Conditions	Yield
Stage #1: methoxybenzene; Benzotrichlorid With aluminum (III) chloride at 30℃; for 10h; Large scale; Stage #2: With hydrogenchloride In water at 30℃; for 3h; Large scale; Stage #3: With oxalyl dichloride for 6h; Temperature; Concentration; Reflux; Large scale;	85.13%

: 14039-15-7
4,4'-dimethoxytrityl cation

: 40615-36-9
4,4'-dimethoxytrityl chloride

Conditions

Conditions	Yield
With perchloric acid; water; sodium chloride In methanol at 25℃; Equilibrium constant; other temperatures;

: 100-66-3
methoxybenzene

2-chloro-decalin: 2-chloro-decalin

: 40615-36-9
4,4'-dimethoxytrityl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) AlCl3, 2.) aq. H2SO4 / 1.) 2 h 2: AcCl / 1.5 h / Heating View Scheme

: 98-07-7
Benzotrichlorid

: 40615-36-9
4,4'-dimethoxytrityl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) AlCl3, 2.) aq. H2SO4 / 1.) 2 h 2: AcCl / 1.5 h / Heating View Scheme

: 611-94-9
4-Methoxybenzophenone

: 40615-36-9
4,4'-dimethoxytrityl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / Grignard reaction 2: 82 percent / SOCl2 / diethyl ether / Heating View Scheme

: 104-92-7
1-bromo-4-methoxy-benzene

sodium: sodium

: 40615-36-9
4,4'-dimethoxytrityl chloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / Grignard reaction 2: 82 percent / SOCl2 / diethyl ether / Heating View Scheme

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 140858-91-9
1-(2-C-cyano-2-deoxy-β-D-arabinofuranosyl)thymine

: 140859-04-7
1-<2-C-cyano-2-deoxy-5-O-(dimethoxytrityl)-β-D-arabinofuranosyl>thymine

Conditions

Conditions	Yield
With pyridine for 1.5h; Ambient temperature;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 56287-17-3, 69123-94-0, 784-71-4
2'-deoxy-2'-fluorouridine

: 146954-74-7
2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)uridine

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h; Inert atmosphere;	100%
With pyridine at 20℃; for 3h; Inert atmosphere;	100%
With dmap at 20℃; for 16h;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 176375-53-4
4-[4-(4-Hydroxy-butylcarbamoyloxymethyl)-2-methoxy-5-nitro-phenoxy]-butyric acid methyl ester

: 176375-44-3
4-(4-{4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-butylcarbamoyloxymethyl}-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester

Conditions

Conditions	Yield
With pyridine at 50℃; for 1h;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 57044-25-4
(R)-oxiranemethanol

: 834906-31-9
(S)-glycidyl 4,4’-dimethoxytrityl ether

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 12h;	100%
With pyridine at 20℃;	89%
In dichloromethane; triethylamine Ambient temperature;	65%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 104477-70-5
5',3'-O-(tetraisopropyldisiloxane-1,3-di-yl)-1-β-D-arabinofuranosyl-uracil

: 194031-42-0
1-[2'-O-(4,4'-Dimethoxytrityl)-3',5',-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]uracil

Conditions

Conditions	Yield
With pyridine; silver nitrate In tetrahydrofuran	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 201420-68-0
N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-5-phenylselanyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide

: 201420-69-1
N-(9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-5-phenylselanyl-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide

Conditions

Conditions	Yield
In pyridine for 48h; Ambient temperature;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 5983-14-2
5'-O-(4-nitrobenzoyl)thymidine

: 180335-81-3
3'-O-(4,4'-dimethoxytrityl)-5'-O-(4-nitrobenzoyl)thymidine

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 49h; tritylation;	100%

: 72657-23-9
methyl (R)-3-hydroxy-2-methylpropionate

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 286458-65-9
(R)-3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-methyl-propionic acid methyl ester

Conditions

Conditions	Yield
With 2,3,5-trimethyl-pyridine In dichloromethane at 25℃; Substitution;	100%
With pyridine at 20℃; for 4h;
With 2,4,6-trimethyl-pyridine In dichloromethane at 0℃;

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 375345-64-5
N-[6-dimethylamino-9-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

: 375345-67-8
N-(9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-dimethylamino-9H-purin-2-yl)-2-phenoxy-acetamide

Conditions

Conditions	Yield
With pyridine at 20℃; for 2h;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 129399-14-0
1-<(2R,4R,5R)-4-<(benzoyloxy)methyl>-5-(2-hydroxyethyl)tetrahydrofuran-2-yl>uracil

: Benzoic acid (2R,3R,5R)-2-{2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-ethyl}-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 402859-75-0
2-(2-O,4-C-methylene-β-D-ribofuranosyl)-1-isoquinolone

: 600707-57-1
2-[5-O-(4,4'-dimethoxytrityl)-2-O,4-C-methylene-β-D-ribofuranosyl]-1-isoquinolone

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 596112-06-0
2'-deoxy-2'-C-β-methyl-N4-benzoylcytidine

: 596112-07-1
5'-O-(dimethoxytrityl)-2'-deoxy-2'-C-β-methyl-N4-benzoylcytidine

Conditions

Conditions	Yield
With pyridine at 20℃;	100%
With pyridine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 664333-53-3
1-(2-O,2-C-propano-β-D-arabinofuranosyl)uracil

: 664333-54-4
1-[5-O-(4,4'-dimethoxytrityl)-2-O,2-C-propano-β-D-arabinofuranosyl]uracil

Conditions

Conditions	Yield
With pyridine at 20℃; for 12h;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 2-[(2S,3R,5S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-isoindole-1,3-dione

: 676132-95-9
1-[2,3-dideoxy-6-O-(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-3-phthalimido-α-D-arabino-hexofuranosyl]thymine

Conditions

Conditions	Yield
With pyridine; silver nitrate In tetrahydrofuran at 20℃; for 48h;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 634153-97-2
2'-O,4'-C-propylene-5-methyluridine

: 634153-98-3
5'-O-(4,4'-dimethoxytrityl)-2'-O,4'-C-propylene-5-methyluridine

Conditions

Conditions	Yield
With pyridine at 40℃;	100%

: 69304-45-6
3',5'-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)adenosine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 874889-86-8
3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-6-N-(4,4'-dimethoxytrityl)-adenosine

Conditions

Conditions	Yield
With pyridine at 20℃; for 14h;	100%
With pyridine at 20℃; for 14h;	91%

: 2,2-Dimethyl-propionic acid 4-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-imidazol-1-ylmethyl ester

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 872088-48-7
[4-(5-O-DMT-2-deoxy-D-β-ribofuranosyl)imidazolyl]methyl 2,2-dimethylpropionate

Conditions

Conditions	Yield
With pyridine; dmap; triethylamine at 20℃; for 2h;	100%
With pyridine; dmap; triethylamine at 20℃;	146 mg

: 872088-52-3
[4-(2-O-allyl-β-D-ribofuranosyl)imidazol-1-yl]methyl 2,2-dimethylpropiolate

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 872088-53-4
2,2-Dimethyl-propionic acid 4-{(2S,3R,4R,5R)-3-allyloxy-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-imidazol-1-ylmethyl ester

Conditions

Conditions	Yield
With pyridine; dmap; triethylamine at 20℃; for 19h;	100%

: 1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(1,2-dihydroxy-ethyl)-tetrahydro-furan-2-yl]-6-methyl-1H-pyrimidine-2,4-dione

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1-[5-{2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-hydroxy-ethyl}-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-6-methyl-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
With pyridine at 20℃; for 12h;	100%

: 519056-25-8
5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 519056-26-9
5'-O-(4,4'-dimethoxytrityl)-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

Conditions

Conditions	Yield
With pyridine at 20℃; for 3h;	100%
With pyridine In nitrogen at 20℃; for 3h;	100%

: 138406-86-7
N-[6-(2-cyano-ethylsulfanyl)-9-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-2-yl]-2-phenoxy-acetamide

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 138406-87-8
N-[9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-(2-cyano-ethylsulfanyl)-9H-purin-2-yl]-2-phenoxy-acetamide

Conditions

Conditions	Yield
With pyridine at 20℃; for 2h;	100%

: 933060-58-3
N-1-{(1R,2S,3S,4R)-2,3-bis(methoxymethoxy)-4-(hydroxymethyl)cyclopentyl}-5'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylideneadenosine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: (CH3)3CSi(CH3)2OCH2C5H4O3(CH3)2C5H3N5C5H6CH2OC(C6H4OCH3)2C6H5(OCH2OCH3)2

Conditions

Conditions	Yield
With pyridine at 20℃; for 0.166667h;	100%

: 933060-59-4
N-1-{(1R,2S,3S,4R)-2-(methoxymethoxy)-3-methoxy-4-(hydroxymethyl)cyclopentyl}-5'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylideneadenosine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: (CH3)3CSi(CH3)2OCH2C5H4O3(CH3)2C5H3N5C5H6CH2OC(C6H4OCH3)2C6H5OCH3OCH2OCH3

Conditions

Conditions	Yield
With pyridine at 20℃;	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 3006-96-0
3-hydroxymethyl-benzoic acid

: 403730-30-3
triethylammonium 4-[[(4,4'-dimethoxytrityl)oxy]methyl]benzoate

Conditions

Conditions	Yield
Stage #1: 4,4'-dimethoxytrityl chloride; 3-hydroxymethyl-benzoic acid In pyridine at 20℃; Stage #2: With triethylammonium acetate In methanol; dichloromethane; water	100%

: 13382-47-3
2-(2-hydroxyethoxy)acetic acid

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 403730-25-6
triethylammonium 2-[2-(4,4'-dimethoxytrityloxy)ethoxy] acetate

Conditions

Conditions	Yield
Stage #1: 2-(2-hydroxyethoxy)acetic acid; 4,4'-dimethoxytrityl chloride In pyridine at 20℃; Stage #2: With triethylammonium acetate In methanol; dichloromethane; water	100%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1020110-06-8
(4S,5R)-4-Hydroxy-5-hydroxymethyl-pyrrolidin-2-one

: 1020110-07-9
C26H27NO5

Conditions

Conditions	Yield
With pyridine at 20℃; for 12h;	100%

: 1022895-51-7
N-1-{(1R,2S,3R)-4-hydroxymethyl-2,3-isopropylidenedioxycyclopent-4-en-1-yl}-5'-O-(tert-butyldimethylsilyl)-2',3'-O-isopropylideneadenosine

: 40615-36-9
4,4'-dimethoxytrityl chloride

: C49H61N5O9Si

Conditions

Conditions	Yield
With pyridine at 20℃;	100%
With pyridine at 20℃; for 10h;

: 1030358-61-2
1-(2-deoxy-2-fluoro-4-thio-β-D-ribofuranosyl)uracil

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1-[5-O-(4,4'-dimethoxytrityl)-2-deoxy-2-fluoro-4-thio-β-D-ribofuranosyl]uracil

Conditions

Conditions	Yield
In pyridine at 20℃; for 2h;	100%

: 89211-34-7
3-(2-hydroxyethoxy)propionic acid

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 5204-74-0
triethylammonium acetate

: 403730-26-7
triethylammonium 3-[2-[2-(4,4'-dimethoxytrityloxy)]ethoxy]propionate

Conditions

Conditions	Yield
Stage #1: 3-(2-hydroxyethoxy)propionic acid; 4,4'-dimethoxytrityl chloride In pyridine at 20℃; Stage #2: triethylammonium acetate In methanol; dichloromethane; water	100%

...Expand

: 91547-59-0
(2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 95049-01-7
5-O-(4,4'-dimethoxytriphenylmethyl)-1,4-anhydro-2-deoxy-D-ribitol

Conditions

Conditions	Yield
With pyridine at 20℃; for 12h;	100%
With pyridine at 20℃; for 12h;	75%
With pyridine at 20℃; for 12h;	75%
With pyridine at 20℃; for 12h;

4,4'-Dimethoxytrityl chloride Specification

The IUPAC name of DMT-Cl is 2-chloro-4-methoxy-1-[(4-methoxyphenyl)-phenylmethyl]benzene . With the CAS registry number 40615-36-9, it is also named as 1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) ; Benzene, 1,1'-(chlorophenylmethylene)bis(4-methoxy- ; Methane, chlorobis(p-methoxyphenyl)phenyl- ; 4,4'-Dimethoxytriphenylmethyl chloride .

The DMT-Cl is pink powder which is sensitive to moisture. It should be stored at 0°C. This product is used as 5'-hydroxyl protecting group of nucleoside. It is irritating to eyes, respiratory system and skin. People should not breathe dust and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

The DMT-Cl also can be used in many organic synthesis. For example: 1. It reacts with 4-N-nicotinoyl-2'-deoxycytidine to get 5'-O-(4,4'-dimethoxytrityl)-4-N-nicotinoyl-2'-deoxycytidine ; 2. It can react with xylouridine-3'-(O-methyl)-(O-aminophenazine-6-hexyl)-phosphate to obtain phosphoric acid 2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yloxy)-4-hydroxy-tetrahydro-furan-3-yl ester methyl ester 6-(phenazin-2-yl-phenoxyacetyl-amino .

The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.40 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): 5.4 ; (4)ACD/LogD (pH 7.4): 5.4 ; (5)ACD/BCF (pH 5.5): 7464.45 ; (6)ACD/BCF (pH 7.4): 7464.45 ; (7)ACD/KOC (pH 5.5): 20600.74 ; (8)ACD/KOC (pH 7.4): 20600.74 ; (9)#H bond acceptors: 2 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 5 ; (12)Index of Refraction: 1.583 ; (13)Molar Refractivity: 97.74 cm³ ; (14)Molar Volume: 292.1 cm³ ; (15)Polarizability: 38.74×10^-24 cm³ ; (16)Surface Tension: 40.3 dyne/cm ; (17)Enthalpy of Vaporization: 69.65 kJ/mol ; (18)Vapour Pressure: 2.58E-08 mmHg at 25°C ; (19)Rotatable Bond Count: 5 ; (20)Exact Mass: 338.107358 ; (21)MonoIsotopic Mass: 338.107358 ; (22)Topological Polar Surface Area: 18.5 ; (23)Heavy Atom Count: 24.

People can use the following data to convert to the molecule structure. SMILES: ClC(c1ccc(OC)cc1)(c2ccccc2)c3ccc(OC)cc3; InChI: InChI=1/C21H19ClO2/c1-23-19-12-8-17(9-13-19)21(22,16-6-4-3-5-7-16)18-10-14-20(24-2)15-11-18/h3-15H,1-2H3. The DMT-Cl has many suppliers, such as Suzhou Highfine Biotech Co., Ltd. and Ruiyuan Group Limited.

Product Name

4,4'-Dimethoxytrityl chloride

Synthetic route

4,4'-Dimethoxytrityl chloride Specification

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