144019-14-7

Basic information

• Product Name: Carbamic acid, 2-butenyl-, 1,1-dimethylethyl ester, (Z)- (9CI)
• Synonyms: Carbamic acid, 2-butenyl-, 1,1-dimethylethyl ester, (Z)- (9CI);(Z)-2-Butenyl-carbamicacid,1,1-dimethylethylester
• CAS NO: 144019-14-7
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.23678
• Product Categories: N-BOC
• Mol File: 144019-14-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 240.9±19.0 °C(Predicted)
• Appearance: /
• Density: 0.935±0.06 g/cm3(Predicted)
• Refractive Index: 1.449
• PKA: 12.52±0.46(Predicted)
• CAS DataBase Reference: Carbamic acid, 2-butenyl-, 1,1-dimethylethyl ester, (Z)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, 2-butenyl-, 1,1-dimethylethyl ester, (Z)- (9CI)(144019-14-7)
• EPA Substance Registry System: Carbamic acid, 2-butenyl-, 1,1-dimethylethyl ester, (Z)- (9CI)(144019-14-7)

Safety Data

• Hazardous Substances Data: 144019-14-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H17NO2/c1-5-6-7-10-8(11)12-9(2,3)4/h5-6H,7H2,1-4H3,(H,10,11)/b6-5-

Upstream product

• 6117-91-5 (E/Z)-2-buten-1-ol 
• 216959-34-1 ethyl 2-{[(tert-butoxy)carbonyl]amino}-2-oxoacetate 
• 56930-04-2 trans-crotylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 155055-38-2 1-[bis-N-(tert-butoxycarbonyl)amino]-but-2-yne 
• 51779-32-9 iminodicarboxylic acid di-tert-butyl ester 
• 590-18-1 (Z)-2-Butene 
• 78888-18-3 N-tert-butoxycarbonylprop-2-en-1-amine 
• 115270-01-4 1--2(E)-butene 
• 156731-36-1 1-(N-tert-butoxycarbonylamino)-but-2-yne 
• 115270-02-5 1--2(Z)-butene 

Downstream Products

• 1379538-78-9 (E)-N-(but-2-en-1-yl)-N-tert-butoxycarbonyl-phenylethynylamine 
• 1379538-60-9 N-tert-butoxycarbonyl-4-methyl-3-phenyl-1,4-dihydropyridine 
• 171920-16-4 (E)-N-tert-Butoxycarbonyl-N-but-2-enylbenzylamine 
• 56930-04-2 trans-crotylamine 

Relevant articles and documents

N-Methyl Allylic Amines from Allylic Alcohols by Mitsunobu Substitution Using N-Boc Ethyl Oxamate

We report the practical, scalable synthesis of a range of N-methyl allylic amines. Primary and secondary allylic alcohols underwent a regioselective Mitsunobu reaction with readily accessible N-Boc ethyl oxamate to deliver the corresponding N-Boc allylic amines, including in enantiopure form via stereospecific substitution. Subsequent N-methylation and Boc deprotection without chromatography yielded the amine products as hydrochloride salts. This method solves the problem of converting commercially available alcohols into often volatile N-methyl allylic amines, many of which have limited commercial availability.

2,3-DISUBSTITUTED 1 -ACYL-4-AMINO-1,2,3,4-TETRAHYDROQUINOLINE DERIVATIVES AND THEIR USE AS BROMODOMAIN INHIBITORS

The present invention relates to novel compounds of formula (I), wherein R1 is C1-4alkyl; R2 is C1-4alkyl, C3-7cycloalkyl, -CH2CF3, -CH2OCH3 or heterocyclyl; R3 is C1-4alkyl, -CH2F, -CH2OH or -CH2O(O)CH3; R4 when present is as defined in claim 1; R5 when present is H, halo, hydroxy or C1-6alkoxy; A is -NH-, -O-, -S-, -SO-, -SO2-, -N(C1-4alkyl)- or -NC(O)(CH3)-; V is phenyl, heteroaromatic or pyridone any of which may be optionally substituted by 1, 2 or 3 substituents; W is CH or N; X is C or N; Y is C or N; and Z is CH or N; subject to the proviso that no more than 2 of W, X, Y and Z are N, pharmaceutical compositions containing such compounds and to their use as bromodomain inhibitors.

Aza--Wittig Sigmatropic Rearrangement of Crotyl Amines

The first example of an acyclic aza--Wittig sigmatropic rearrangement is presented, and its application to the synthesis of unnatural amino acids is described.