119838-38-9|(S)-tert-Butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate| Ambeed

CAS No. :	119838-38-9
Formula :	C₁₃H₂₄N₂O₃
M.W :	256.34
SMILES Code :	CN1[C@@H](N(CC1=O)C(=O)OC(C)(C)C)C(C)(C)C
MDL No. :	MFCD00075101
InChI Key :	HJJLVATZPPJBNG-JTQLQIEISA-N
Pubchem ID :	688132

Safety of [ 119838-38-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 119838-38-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 119838-38-9 ]

[ 119838-38-9 ] Synthesis Path-Downstream 1~55

1
[ 45438-73-1 ]
[ 119838-38-9 ]
[ 123052-84-6 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

2
[ 34846-44-1 ]
[ 119838-38-9 ]
[ 123052-85-7 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

3
[ 6940-78-9 ]
[ 119838-38-9 ]
[ 123053-50-9 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

4
[ 17082-05-2 ]
[ 119838-38-9 ]
[ 119838-29-8 ]

References: [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

5
[ 563-52-0 ]
[ 119838-38-9 ]
[ 119838-22-1 ]

References: [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

6
[ 623-43-8 ]
[ 119838-38-9 ]
[ 137569-25-6 ]
[ 137624-56-7 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.

7
[ 78-77-3 ]
[ 119838-38-9 ]
[ 123052-90-4 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

8
[ 54512-75-3 ]
[ 119838-38-9 ]
[ 123053-05-4 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

9
[ 1663-39-4 ]
[ 119838-38-9 ]
[ 137569-24-5 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.
[2]Liebigs Annalen der Chemie,1992,p. 51 - 62.

10
[ 124-13-0 ]
[ 119838-38-9 ]
(2S,5S,1'R)-5-(1'-Hydroxyoctyl)-3-methyl-4-oxoimidazolidin-1-carbonsaeure-t-butylester [ No CAS ]
[ 152036-23-2 ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

11
[ 4224-69-5 ]
[ 119838-38-9 ]
[ 119838-24-3 ]

References: [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

12
[ 35656-93-0 ]
[ 119838-38-9 ]
[ 123052-86-8 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

13
[ 24424-99-5 ]
[ 119838-37-8 ]
[ 119838-38-9 ]

References: [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

14
[ 79-03-8 ]
[ 119838-38-9 ]
[ 152036-14-1 ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

15
[ 3282-30-2 ]
[ 119838-38-9 ]
(2S,5S)-3-Methyl-4-oxo-5-pivaloylimidazolidin-1-carbonsaeure-t-butylester [ No CAS ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

16
[ 100-39-0 ]
[ 119838-38-9 ]
[ 123052-77-7 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

17
[ 77765-18-5 ]
[ 119838-38-9 ]
[ 123052-78-8 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

18
[ 98-88-4 ]
[ 119838-38-9 ]
(2S,5S)-5-Benzoyl-3-methyl-4-oxoimidazolidin-1-carbonsaeure-t-butylester [ No CAS ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

19
[ 101697-01-2 ]
[ 119838-38-9 ]
[ 137569-27-8 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.

20
[ 137569-21-2 ]
[ 119838-38-9 ]
[ 137569-28-9 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.

21
[ 137569-23-4 ]
[ 119838-38-9 ]
[ 137593-89-6 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.

22
[ 101697-00-1 ]
[ 119838-38-9 ]
[ 137569-30-3 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.

23
[ 137569-22-3 ]
[ 119838-38-9 ]
[ 137569-29-0 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.

24
[ 120667-42-7 ]
[ 119838-38-9 ]
(2S,5S)-2-tert-Butyl-5-[3-(diethoxy-phosphorylmethyl)-benzyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester [ No CAS ]

References: [1]Helvetica Chimica Acta,1992,vol. 75,p. 855 - 864.

25
[ 118077-11-5 ]
[ 119838-38-9 ]
[ 142184-04-1 ]

References: [1]Helvetica Chimica Acta,1992,vol. 75,p. 855 - 864.

26
[ 142183-97-9 ]
[ 119838-38-9 ]
(2S,5S)-2-tert-Butyl-5-[5-(diethoxy-phosphorylmethyl)-4'-fluoro-biphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester [ No CAS ]

References: [1]Helvetica Chimica Acta,1992,vol. 75,p. 855 - 864.

27
[ 142183-99-1 ]
[ 119838-38-9 ]
(2S,5S)-2-tert-Butyl-5-[5-(diethoxy-phosphorylmethyl)-[1,1';4',1'']terphenyl-3-ylmethyl]-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester [ No CAS ]

References: [1]Helvetica Chimica Acta,1992,vol. 75,p. 855 - 864.

28
[ 142184-00-7 ]
[ 119838-38-9 ]
(2S,5S)-5-[3'-Acetylamino-5-(diethoxy-phosphorylmethyl)-biphenyl-3-ylmethyl]-2-tert-butyl-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester [ No CAS ]

References: [1]Helvetica Chimica Acta,1992,vol. 75,p. 855 - 864.

29
[ 119838-38-9 ]
(S)-1-(tert-butoxycarbonyl)-2-tert-butyl-3-methyl-1,3-imidazolidine [ No CAS ]

References: [1]Journal of Organic Chemistry,1993,vol. 58,p. 3568 - 3571.

30
[ 75-03-6 ]
[ 119838-38-9 ]
[ 123052-89-1 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

31
[ 75-07-0 ]
[ 119838-38-9 ]
[ 152036-21-0 ]
(2S,5S,1'R)-5-(1'-Hydroxyethyl)-3-methyl-4-oxoimidazolidin-1-carbonsaeure-t-butylester [ No CAS ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

32
[ 123-38-6 ]
[ 119838-38-9 ]
(2S,5S,1'R)-5-(1'-Hydroxypropyl)-3-methyl-4-oxoimidazolidin-1-carbonsaeure-t-butylester [ No CAS ]
[ 152036-22-1 ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

33
[ 107-14-2 ]
[ 119838-38-9 ]
[ 119838-23-2 ]

References: [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

34
[ 96-32-2 ]
[ 119838-38-9 ]
[ 123052-96-0 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

35
[ 585-71-7 ]
[ 119838-38-9 ]
[ 119838-28-7 ]

References: [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

36
[ 119838-38-9 ]
[ 75-36-5 ]
(2S,5S)-5-Acetyl-3-methyl-4-oxoimidazolidin-1-carbonsaeure-t-butylester [ No CAS ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

37
[ 119838-38-9 ]
[ 106-95-6 ]
[ 119858-64-9 ]

References: [1]European Journal of Organic Chemistry,2005,p. 719 - 727.
[2]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

38
[ 119838-38-9 ]
[ 79-30-1 ]
(2S,5S)-3-Methyl-5-(methylpropionyl)-4-oxoimidazolidin-1-carbonsaeure-t-butylester [ No CAS ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

39
[ 119838-38-9 ]
[ 622-95-7 ]
[ 123052-81-3 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

40
[ 119838-38-9 ]
[ 589-15-1 ]
[ 123052-82-4 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

41
[ 119838-38-9 ]
[ 623-70-1 ]
[ 137569-26-7 ]

References: [1]Liebigs Annalen der Chemie,1992,p. 51 - 62.

42
[ 119838-38-9 ]
[ 111-64-8 ]
[ 152036-15-2 ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

43
[ 119838-38-9 ]
[ 766-80-3 ]
[ 123052-80-2 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

44
[ 119838-38-9 ]
[ 459-46-1 ]
[ 123052-79-9 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

45
[ 119838-38-9 ]
[ 91-13-4 ]
[ 119838-27-6 ]

References: [1]Tetrahedron,1988,vol. 44,p. 5277 - 5292.

46
[ 119838-38-9 ]
[ 91-13-4 ]
[ 119838-27-6 ]
[ 123053-19-0 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

47
[ 119838-38-9 ]
[ 1765-40-8 ]
[ 123052-83-5 ]

References: [1]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.

48
[ 119838-38-9 ]
[ 108-12-3 ]
[ 152036-16-3 ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

49
[ 119838-38-9 ]
[ 103-80-0 ]
[ 152036-17-4 ]

References: [1]Liebigs Annalen der Chemie,1993,p. 889 - 896.

50
[ 119838-38-9 ]
[ 74-88-4 ]
[ 123052-88-0 ]

Yield	Reaction Conditions	Operation in experiment
430 mg		To a solution of (S)-tert-butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1 - carboxylate (0.5 g, 1 .95 mmol; available from AldrichNo.337595) in dry THF (15 ml) cooled to -78C, LDA 2M in THF/heptane (0.97 ml, 1 .95 mmol) was added and the reaction mixture stirred at this temperature for 40 min before adding iodomethane (0.146 ml, 2.34 mmol). The reaction was allowed to warm to RT and stirred for 18 hrs. The reaction mixture was cooled again at -78 C then LDA 2M in THF/hepatane (0.3 ml) and iodomethane (0.04 ml, 0.6 mmol) were added in sequence. The mixture was allowed to reach RT and further stirred for 5 hrs. The resulting solution was treated with NH4CI sat sol (5 ml) and extracted with Et20. The organic phases were collected and washed with NaCI sat sol, dried over Na2S04 and evaporated in vacuo to afford a residue which was purified by Biotage SNAP-Si column (25g) eluting with cHex/Et20 60/40. Collected fractions after solvent evaporation afforded the title compound (D43) (430 mg). MS: (ES/+) m/z: 271 .2 [MKT] C14H26N203 requires 270.19
430 mg		To a solution of <strong>[119838-38-9](S)-tert-butyl 2-(tert-butyl)-3-methyl-4-oxoimidazolidine-1-carboxylate</strong> (0.5 g, 1.95 mmol; available from Aldrich337595) in dry THF (15 ml) cooled to -78 C., LDA 2M in THF/heptane (0.97 ml, 1.95 mmol) was added and the reaction mixture stirred at this temperature for 40 min before adding iodomethane (0.146 ml, 2.34 mmol). The reaction was allowed to warm to RT and stirred for 18 hrs. The reaction mixture was cooled again at -78 C. then LDA 2M in THF/hepatane (0.3 ml) and iodomethane (0.04 ml, 0.6 mmol) were added in sequence. The mixture was allowed to reach RT and further stirred for 5 hrs. The resulting solution was treated with NH4Cl sat sol (5 ml) and extracted with Et2O. The organic phases were collected and washed with NaCl sat sol, dried over Na2SO4 and evaporated in vacuo to afford a residue which was purified by Biotage SNAP-Si column (25 g) eluting with cHex/Et2O 60/40. Collected fractions after solvent evaporation afforded the title compound (D43) (430 mg).MS: (ES/+) m/z: 271.2 [MH+] C14H26N2O3 requires 270.19

References: [1]European Journal of Organic Chemistry,2005,p. 719 - 727.
[2]Liebigs Annalen der Chemie,1989,p. 1215 - 1232.
[3]Patent: WO2013/4290,2013,A1 .Location in patent: Page/Page column 63; 64.
[4]Patent: US2015/87626,2015,A1 .Location in patent: Paragraph 0485; 0486; 0487.

51
[ 4377-41-7 ]
[ 119838-38-9 ]
[ 161453-32-3 ]
[ 97871-25-5 ]

References: [1]Tetrahedron Asymmetry,1994,vol. 5,p. 1793 - 1804.

52
[ 119838-38-9 ]
[ 106435-53-4 ]
1,2-bis(2'-quinoxalylmethyl)ethylene [ No CAS ]
[ 161453-33-4 ]

References: [1]Tetrahedron Asymmetry,1994,vol. 5,p. 1793 - 1804.

53
[ 98068-36-1 ]
[ 119838-38-9 ]
[ 161453-34-5 ]

References: [1]Tetrahedron Asymmetry,1994,vol. 5,p. 1793 - 1804.

54
[ 54788-19-1 ]
[ 119838-38-9 ]
tert-butyl (2S,5S)-2-(tert-butyl)-5-(2-fluoro-4-methoxybenzyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate [ No CAS ]

References: [1]Journal of Fluorine Chemistry,1995,vol. 70,p. 39 - 44.

55
[ 91319-42-5 ]
[ 119838-38-9 ]
tert-butyl (2S,5S)-2-(tert-butyl)-5-(2-fluoro-5-methoxybenzyl)-3-methyl-4-oxo-1-imidazolidinecarboxylate [ No CAS ]

References: [1]Journal of Fluorine Chemistry,1995,vol. 70,p. 39 - 44.

Historical Records

Technical Information

• Acyl Group Substitution • Chan-Lam Coupling Reaction • Complex Metal Hydride Reductions • Hydride Reductions • Lawesson's Reagent • Preparation of Amines • Reactions of Amines • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes

Related Functional Groups of
[ 119838-38-9 ]

Amides

A162245 [179686-38-5]

1-Boc-3-Oxo-1,4-diazepane

Similarity: 0.79

A212632 [234108-58-8]

tert-Butyl 4-(2-aminoethyl)-3-oxopiperazine-1-carboxylate

Similarity: 0.75

A320272 [76003-29-7]

1-Boc-3-Oxopiperazine

Similarity: 0.75

A130211 [867065-85-8]

tert-Butyl tetrahydropyrimidine-1(2H)-carboxylate

Similarity: 0.74

A216579 [76003-30-0]

1-Boc-2-methyl-3-oxopiperazine

Similarity: 0.73

Related Parent Nucleus of
[ 119838-38-9 ]

Imidazolidines

A316203 [623943-75-9]

tert-Butyl 3-benzylimidazolidine-1-carboxylate

Similarity: 0.71

A171878 [1005187-65-4]

8-Benzyl 1,3-di-tert-butyl 2,4-dioxo-1,3,8-triazaspiro[4.5]decane-1,3,8-tricarboxylate

Similarity: 0.62

A379332 [6440-58-0]

1,3-Bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione

Similarity: 0.58

A204362 [39236-46-9]

1,1'-Methylenebis(3-(3-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl)urea)

Similarity: 0.57

A165043 [83056-79-5]

(S)-tert-Butyl 1-methyl-2-oxoimidazolidine-4-carboxylate

Similarity: 0.51

Precautionary Statements-General
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Prevention
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Physical hazards
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H200	Unstable explosive
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H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 119838-38-9

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