Preparation
ChemicalBook > CAS DataBase List > N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine

N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine

Preparation
Product Name
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
CAS No.
93102-05-7
Chemical Name
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
Synonyms
N-benzyl-1-methoxy-N-((trimethylsilyl)methyl)methanamine;N-(MethoxyMethyl)-1-phenyl-N-(triMethylsilylMethyl)MethanaMine;N-benzyl(methoxy)-N-((trimethylsilyl)methyl)methanamine;)-N-trimethyL;cas:93102-05-7;-N-(methoxymethyL;N-(Methoxymethyl)-N-(trimethyl;N-(Methoxymethyl)-N-(trimethylsilyl) benzylamine;Benzyl-methoxymethyl-trimethylsilanylmethylamine;N-Benzyl-N-methoxymethyltrimethylsilylmethanamine
CBNumber
CB2715045
Molecular Formula
C13H23NOSi
Formula Weight
237.41
MOL File
93102-05-7.mol
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N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine Property

Boiling point:
76 °C0.3 mm Hg(lit.)
Density 
0.928 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.492(lit.)
Flash point:
151 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in chloroform, ethyl acetate.
form 
Liquid
pka
7.29±0.50(Predicted)
Specific Gravity
0.928
color 
Clear colorless to light yellow
Hydrolytic Sensitivity
2: reacts with aqueous acid
Sensitive 
Moisture & Light Sensitive
BRN 
4311216
InChIKey
RPZAAFUKDPKTKP-UHFFFAOYSA-N
CAS DataBase Reference
93102-05-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
RIDADR 
1993
WGK Germany 
3
HazardClass 
3
PackingGroup 
Ⅲ
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
420697
Product name
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
Purity
96%
Packaging
5g
Price
$16.64
Updated
2024/03/01
Sigma-Aldrich
Product number
420697
Product name
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
Purity
96%
Packaging
25g
Price
$136
Updated
2024/03/01
TCI Chemical
Product number
B1938
Product name
N-Benzyl-N-(methoxymethyl)-N-trimethylsilylmethylamine
Purity
>98.0%(T)
Packaging
5g
Price
$35
Updated
2024/03/01
TCI Chemical
Product number
B1938
Product name
N-Benzyl-N-(methoxymethyl)-N-trimethylsilylmethylamine
Purity
>98.0%(T)
Packaging
25g
Price
$140
Updated
2024/03/01
Alfa Aesar
Product number
L19412
Product name
N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine, 94%
Packaging
1g
Price
$38.65
Updated
2024/03/01
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N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine Chemical Properties,Usage,Production

Preparation

N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine is most conveniently prepared by treatment of benzylamine with chloromethyltrimethylsilane followed by formaldehyde and methanol. Access to higher ether homologs is achieved by replacing methanol with the appropriate alcohol. An alternate procedure involves alkylation of lithium N-benzyltrimethylsilymethylamide with methoxymethyl chloride.

Chemical Properties

N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine is clear colorless to light yellow liquid

Physical properties

bp 77–80°C/0.5 mmHg.

Uses

N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine forms azomethine ylides which readily undergo [3+2] cycloaddition to α,?-unsaturated esters affording N-benzyl substituted pyrrolidines in good yields. It reacts with asymmetric 1,3-dipolar cycloadditions in the practical, large-scale synthesis of chiral pyrrolidines. It is used in the the synthesis of 3-carboxy-1-azabicyclo[2.2.1]heptane derivatives, an important class of physiologically active compounds.

Uses

N-Benzyl-N-(methoxymethyl)- N-trimethylsilylmethylamine (1) is a valuable reagent for in situ generation of the N-benzyl azomethine ylide (2). It is generally preferred over alternative silylmethylamine precursors6–8 because of ease of handling and use. The ylide (2) is most conveniently generated from (1) using a catalytic amount of trifluoroacetic acid as described by Achiwa.Alternative catalysts include LiF, TBAF,Me3SiOTf–CsF, or Me3SiI–CsF. Mechanistic studies provide evidence that the reactive intermediate generated from (1) with either CF3CO2H or F? is a 1,3-dipolar species. Reaction of (2) with alkenes provides an efficient convergent route to pyrrolidine derivatives. Alkynes afford 3-pyrrolines which can be converted into pyrroles.The ylide (2) reacts most readily with electron deficient alkenes and alkynes since this pairing results in a narrow dipole HOMO–dipolarophile LUMO energy gap.Examples of suitable dipolarophiles include unsaturated esters, ketones, imides,nitriles,and sulfones. Cycloaddition occurs with complete cis stereospecificity (eq 1) which is consistent with a concerted mechanism. Dipolarophiles containing an endocyclic double bond afford fused bicyclic pyrrolidines, whereas substrates with an exocyclic double bond provide access to spirocyclic systems.

Uses

N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine is useful reagent in synthesizing N-benzyl substituted pyrrolidines by [3+2] cycloaddition to α,ßunsaturated esters.

Preparation

most conveniently prepared by treatment of benzylamine with chloromethyltrimethylsilane followed by formaldehyde and methanol.Access to higher ether homologs is achieved by replacing methanol with the appropriate alcohol. An alternate procedure involves alkylation of lithium N-benzyltrimethylsilymethylamide with methoxymethyl chloride.

N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine Preparation Products And Raw materials

Raw materials

Benzylamine Formaldehyde Chloromethyltrimethylsilane Ethyl acetate Sodium hydroxide

Preparation Products

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N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine Suppliers

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View Lastest Price from N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine manufacturers

Hebei Mojin Biotechnology Co.,Ltd
Product
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine 93102-05-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-08-08
SHANDONG OUCHEM CO.,LTD.
Product
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine 93102-05-7
Price
US $0.00-0.00/KG
Min. Order
600KG
Purity
95% Min.
Supply Ability
5MT
Release date
2024-07-24
Hebei Weibang Biotechnology Co., Ltd
Product
N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine 93102-05-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-22

93102-05-7, N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamineRelated Search:

Trimethoprim 4-Fluorobenzylamine Phenoxybenzamine hydrochloride DL-ALPHA-METHYLBENZYLAMINE Benzoyl peroxide 4-(Aminomethyl)benzoic acid N-Methylbenzylamine Benzyl alcohol Benzyl chloride Benzylamine Benzyl benzoate Benzyl acetate N,N'-Diisopropylcarbodiimide N,N-Dicyclohexylmethylamine N,N-Dimethyl-1,4-phenylenediamine Benzyl (R)-(+)-N-METHOXYMETHYL-N-(TRIMETHYLSILYL)METHYL-1-PHENYLETHYLAMINE TRIMETHYLSILANE

  • N-BENZYL-N-(METHOXYMETHYL)-N-TRIMETHYLSILYLMETHYLAMINE
  • N-Benzyl-N-(methoxymethyl)trimethylsilylmethylamine
  • N-(METHOXYMETHYL)-N-(TRIMETHYLSILYLMETHYL)BENZYLAMINE
  • N-(METHOXYMETHYL)-N-((TRIMETHYLSILYL) METHYL)(PHENYL)METHANAMINE
  • N-(Methoxymethyl)-N-(trimethylsilyl) benzylamine
  • N-Benzyl-N-methoxymethyltrimethylsilylmethanamine
  • N-Benzyl-N-(methoxymethyl)-N-trimethylsilymethyamine
  • N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine,96%
  • N-benzyl(methoxy)-N-((trimethylsilyl)methyl)methanamine
  • N-(Methoxymethyl)-N-(Trimethylsilylmethyl)Benzylam
  • N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine ,80%
  • Benzenemethanamine, N-(methoxymethyl)-N-[(trimethylsilyl)methyl]-
  • N-benzyl-1-methoxy-N-((trimethylsilyl)methyl)methanamine
  • (E)-3-(tert-butyldimethylsilyloxy)-N,N-dimethylbuta-1,3-dien-1-amine
  • N-(MethoxyMethyl)-N-(triMethylsilylMethyl)benzylaMine, 96% 5GR
  • N-Benzyl-1-methoxy-N-[(trimethylsilyl)methyl]methylamine 90%
  • N-Benzyl-1-methoxy-N-[(trimethylsilyl)methyl]methylamine
  • Benzyl-methoxymethyl-trimethylsilanylmethylamine
  • N-(MethoxyMethyl)-1-phenyl-N-(triMethylsilylMethyl)MethanaMine
  • benzyl(MethoxyMethyl)[(triMethylsilyl)Methyl]aMine
  • N-(MethoxyMethyl)-N-[(triMethylsilyl)Methyl]benzeneMethanaMine (>90%)
  • N-Benzyl-N-(MethoxyMethyl)-N-triMethylsilylMethylaMine , 98.0%(T)
  • N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine 96%
  • cas:93102-05-7
  • N-(Methoxymethyl)-N-(trimethyl
  • N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine, HPLC 96%
  • N-(methoxymethyl)(phenyl)-N-((trimethylsilyl)methyl)methanamine
  • N-(Methoxymethyl)-N-(phenylmethyl)-1-trimethylsilylmethanamine
  • N-(Methoxymethyl)-N-[(trimethylsilyl)methyl]benzenemethanamine
  • [[Benzyl(methoxymethyl)amino]methyl]trimethylsilane
  • N-(Trimethylsilylmethyl)-N-(methoxymethyl)benzylamine
  • N-[(Trimethylsilyl)methyl]-N-(methoxymethyl)benzenemethanamine
  • N-Benzyl-N-(methoxymethyl)-N-trimethylsilylmethylamine &gt
  • )-N-trimethyL
  • -N-(methoxymethyL
  • N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine, tech grade
  • N - (methoxymethyl) - N - (trimethylsiloxane) benzylamine
  • 93102-05-7 N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine
  • N-Methoxymethyl-N-Trimethylsilylmethyl-Benzylamine extrapure, 98%
  • 93102-05-7
  • 93102-15-7
  • C13H23NOSi
  • C6H5CH2NCH2OCH3CH2SiCH33
  • Protection and Derivatization
  • Protecting and Derivatizing Reagents
  • Synthetic Reagents
  • Silicon-Based
  • Si (Classes of Silicon Compounds)
  • Si-(C)4 Compounds
  • amine
  • pharmacetical
  • Si (Classes of Silicon Compounds)
  • Si-(C)4 Compounds
  • Protecting and Derivatizing Reagents
  • Protection and Derivatization
  • Silicon-Based