36805-97-7

Basic information

• Product Name: 1,1-Di-tert-butoxytrimethylamine
• Synonyms: N,N-DIMETHYLFORMAMIDE DI-TERT-BUTYL ACET AL, DERIVATIZATION GRADE;N,N-Dimethylformamide di-tert-butyl acetal, tech. 90%;N,N-Dimethylformamide Di-tert-butyl Acetal [for Esterification];1,1-Di-tert-butoxytrimethylamine, 1,1-Di-tert-butoxy-N,N-dimethylmethylamine;N,N-Dimethyl-1,1-bis[(2-methylpropan-2-yl)oxy]methanamine;Di-tert-butoxy(dimethylamino)methane;N,N-Dimethyldi(tert-butyloxy)methanamine;N,N-Dimethyldi-tert-butoxymethanamine
• CAS NO: 36805-97-7
• Molecular Formula: C₁₁H₂₅NO₂
• Molecular Weight: 203.32
• EINECS: 253-222-7
• Product Categories: Analytical Chemistry;Esterification & Alkylation (GC Derivatizing Reagents);GC Derivatizing Reagents;N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents)
• Mol File: 36805-97-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 56-57 °C8 mm Hg(lit.)
• Flash Point: 93 °F
• Appearance: /
• Density: 0.848 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.16mmHg at 25°C
• Refractive Index: n20/D 1.413(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Miscible with toluene and benzene.
• PKA: 5.34±0.50(Predicted)
• Sensitive: Moisture Sensitive
• BRN: 969629
• CAS DataBase Reference: 1,1-Di-tert-butoxytrimethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Di-tert-butoxytrimethylamine(36805-97-7)
• EPA Substance Registry System: 1,1-Di-tert-butoxytrimethylamine(36805-97-7)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-21
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 36805-97-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 36805-97-7 differently. You can refer to the following data:
1. Reagent used for the preparation of indolizines via intermolecular cyclization of picolinium salts.
2. N,N-Dimethylformamide di-tert-butyl acetal may be used in the synthesis of following:(S)-2-(1-tert-butoxycarbonyl-2-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenyl}ethylamino)benzoic acid methyl ester3-O-tert-butylmorphinetert-butylesters of pyrrole- and indolecarboxylic acids

Synthesis Reference(s)

Synthetic Communications, 15, p. 723, 1985 DOI: 10.1080/00397918508063864

General Description

N,N-Dimethylformamide di-tert-butyl acetal is an derivatizing reagent.

InChI:InChI=1/C11H25NO2/c1-10(2,3)13-9(12(7)8)14-11(4,5)6/h9H,1-8H3/p+1

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 75-65-0 tert-butyl alcohol 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 
• 865-47-4 potassium tert-butylate 
• 3218-35-7 N,N,N',N'-Tetramethylformamidinium-(p-toluolsulfonat) 
• 2013-91-4 N,N,N',N'-tetramethylformamidinium methyl sulfate 
• 2214-82-6 Bis(dimethylamino)acetonitrile 

Downstream Products

• 23408-05-1 2-Hydroxy-benzoic acid tert-butyl ester 
• 85144-30-5 2-tert-Butoxy-benzoic acid tert-butyl ester 
• 129816-45-1 cyclo- 
• 144571-48-2 (1S,3S,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid 4,5-di-tert-butyl ester 3-methyl ester 
• 221646-18-0 tert-butyl 2-hydroxy-3-methylbenzoate 
• 71630-31-4 N-(tert-butyloxycarbonyl)-L-serine tert-butyl ester 
• 260270-95-9 tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-3-methyl-4-pentenoate 
• 184165-29-5 2-N-benzyloxycarbonylamino-2-tert-butyloxycarbonyl-adamantane 
• 213015-69-1 tert-butyl 2-{[(4-fluorophenyl)sulfonyl]amino}acetate 
• 709007-52-3 [2-(4-chloro-5-fluoro-2-nitrophenyl)vinyl]dimethylamine 
• 681432-50-8 (2E)-3-(dimethylamino)-1-(2-phenylpyrazolo[1,5-b]pyridazin-3-yl)-2-propen-1-one 
• 748141-97-1 (2E)-3-(dimethylamino)-1-(6-phenylpyrazolo[1,5-b]pyridazin-3-yl)-2-propen-1-one 
• 681432-72-4 (2E)-3-(dimethylamino)-1-(6-methyl-2-phenylpyrazolo[1,5-b]pyridazin-3-yl)-2-propen-1-one 
• 681432-03-1 (2E)-3-(dimethylamino)-1-[2-(4-methoxyphenyl)pyrazolo[1,5-b]pyridazin-3-yl]prop-2-en-1-one 

Relevant articles and documents

NEW PROCESSES

The invention relates to a new process for producing NEP inhibitors or prodrugs thereof, in particular NEP inhibitors comprising a γ-amino-δ-biphenyl-α-methylalkanoic acid, or acid ester, backbone. In detail, the new processes, according to the present invention, are ultimately related to the synthesis of intermediates to prepare the above NEP inhibitors, namely compounds according to formula (1), or salt thereof, wherein R1 and R2 are, independently of each other, hydrogen or a nitrogen protecting group, and R3 is a carboxyl group or an ester group, preferably carboxyl group or alkyl ester.

Group Transfer Reactions. - Tetracarbonylferrates from Orthoformic Acid Derivatives and Pentacarbonyliron

The nucleophilic leaving group X is transferred from orthoformic acid derivatives HC(NR2)X (X= NR2, OR, CN) to Fe(CO)5.No such reactions were observed between 4 and amide acetals (HCX2NR2) or ortho ester derivatives HCX3 (X= OR, SR).The structures of the transition metal-acyl complexes obtained have been determined by IR and NMR spectra.In the case of the reaction of tris(dimethylamino)methane (3a) with 4 the equilibrium between the resulting amidinium-carbamoyltetracarbonylferrate complex 5a and the starting materials was investigated.The equilibrium is shifted completely in favor of the ionic compound 5a.However, 3a could be isolated by extraction of this solution with an apolar solvent.Alkylation of 5a with triethyloxonium tetrafluoroborate leads to the tetracarbonyliron-carbene complex 13.Reaction of 5a with acrylonitrile or methyl acrylate by addition of both the nucleophile "NR2-" and the electrophile + and subsequent eliminations gives the β-dimethylamino substitution product 18 and 21, respectively.In contrast 3a induces polymerisation of acrylonitrile.