153371-25-6|tert-Butyl (S)-(1-oxobutan-2-yl)carbamate| Ambeed

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CAS No. :	153371-25-6
Formula :	C₉H₁₇NO₃
M.W :	187.23
SMILES Code :	O=C(OC(C)(C)C)N[C@@H](CC)C=O
MDL No. :	MFCD12031716

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Yield	Reaction Conditions	Operation in experiment
		Reference H Synthesis of 2 [(S)-(TERT-BUTOXYCARBONYL) AMINO-L-(OXAZOLO] [4, [5-B] PYRIDIN-2-YL) BUTAN-1-OL] Step 1 A mixture of 2-amino-3-hydroxypyridine (11 g, 100 mmol), triethylorthoformate (80 mL) and p-toluenesulfonic acid (61 mg) was heated at [140 C] for 8 h. Excess triethylorthoformate was removed under vacuum and oxazolo [4, [5-B]] pyridine was crystalized from ethyl acetate (9 g). Step 2 In a clean roundbottom flask equipped with stir bar was placed oxazolo [4,5- [B]] pyridine (600 mg, 5 mmol) in THF (30 mL) and the reaction mixture was cooled to [0 C] under N2 atomosphere. Isopropylmagnesium chloride (2 M in THF, 2.5 mL, 5 mmol) was added. After stirring for 1 h at 0 [C,] [(USD)-2-(TERT-BUTOXYCARBONYL)] aminobutyraldehyde (573 mg, 3 mmol) in THF (20 mL) was added. The ice bath was removed and the reaction mixture was allowed to warm to room temperature. After 2 h, the reaction mixture was quenched with saturated ammonium chloride solution and concentrated to dryness. The residue was extracted with EtOAc, then washed with brine, dried with anhyd. [MGS04,] filtered and concentrated. The crude product was purified by chromatograph to yield 383 mg of the desired compound.
		Reference R Synthesis of [(S)-2-AMINO-1-OXAZOLO] [4,5-b] pyridin-2-yl-butan-1-ol Step 1 A mixture of 2-amino-3-hydroxypyridine (25 g, 227 mmol), triethylorthoformate (75 mL) and p-toluenesulfonic acid (61 mg) was heated at [140 C] for 8 h. Excess triethylorthoformate was removed under vacuum. The product was crystallized from ethyl acetate to yield 22.5 g of oxazolo [4,5-b] pyridine. Step 2 To a stirred solution of the oxazolo [4,5-b] pyridine (12 g, 100 mmol) in THF (300 mL) was added n-BuLi (1.6 M solution in 62.5 mL of hexane) drop wise under N2 at-78 [C.] After 1 h, MgBr. [ET20] (25.8 g, 100 mmol) was added and the reaction mixture was allowed to warm [TO-45 C] for 1 h before being treated with [(S)-2-BOC-AMINO-BUTYLALDEHYDE] (11.46 g, 60 mmol) in THF (50 mL). The reaction mixture was stirred for 1 h, quenched with saturated [NH4C1,] and extracted with ethyl acetate. The organic layer was washed with brine, dried with MgS04 and concentrated. The residue was purified by silica gel column chromatography to yield (S)-2-Boc-amino-l-(oxazolo [4,5-b] pyridin-2-yl)-1-butanol (14.1 g). Step 3 [(S)-2-BOC-AMINO-L-(OXAZOLO] [4,5-b] pyridin-2-yl)-1-butanol (311 mg, 1 mmol) and MeCl2 (5mL) were mixed and TFA [(LML)] was added at room temperature. After stirring for 1 h, the solvent and excess TFA were removed under vacuum to produce 355 mg of [(USD)-2-] [AMINO-L-OXAZOLO] [4,5-b] [PYRIDIN-2-YL-BUTAN-1-OL.] TFA salt.

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P378
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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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P401
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Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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CAS No.: 153371-25-6

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CAS No.: 153371-25-6

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[ 153371-25-6 ] Synthesis Path-Downstream 1~1

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
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