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CAS No. :	13726-69-7
Formula :	C₁₀H₁₇NO₅
M.W :	231.25
SMILES Code :	O=C(O)[C@H]1N(C(OC(C)(C)C)=O)C[C@H](O)C1
MDL No. :	MFCD00053370
InChI Key :	BENKAPCDIOILGV-RQJHMYQMSA-N
Pubchem ID :	88804

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

Yield	Reaction Conditions	Operation in experiment
		General procedure: Synthesis of 1m-p 200 mg (0.86 mmol) of (2S,4R), (2S,4S), (2R,4R), or (2R,4S)-Boc-Hyp was dissolved in 3 ml of tetrahydrofuran, cooled to 0 C., and 103 mg (3 eq.) of 60% sodium hydride was added. The mixture was stirred cold for 20 minutes, then 226 ul (2.2 eq) of benzyl bromide was added. The mixture was allowed to warm to room temperature and stirred for 16 hours, at which time it was cooled to 0 C. and 1 ml of water was added, followed by 500 uL of 5% citric acid and 2 mL of saturated sodium bicarbonate solution. The organic layer was separated, and the aqueous phase was washed twice with 1 ml portions of ethyl acetate. The aqueous layer was then acidified to pH2.0 with citric acid, and extracted three times with 2 ml portions of ethyl acetate. The combined organic layers were washed with saturated sodium chloride solution, the solvent removed under reduced pressure, the residues were dissolved in 2 ml of methylene chloride, and 2 ml of 4M HCl in dioxane was added. The mixture was stirred for 12 hours, and the solvent removed under reduced pressure, yielding the HCl salts 3m-p. 300 uM of each was then converted first to 5m-p, then the final product 1m-p as the TFA salt via the methods described earlier for 1h-1.
	With sodium hydride; In tetrahydrofuran; mineral oil; at 0℃; for 6h;Reflux;	The Boc-protected L-Hyp 3 was dissolved in THF (100mL) and then cannulated into a slurry of NaH (60% inmineral oil, 11.2 g, 155 mmol) in THF (200 mL) at 0 C.Benzyl bromide (15.0 g, 87.7 mmol) was added dropwise tothe reaction mixture. The flask was warmed to room temperatureand then the mixture was heated under reflux for 6h. The reaction mixture was cooled to room temperature andpoured over ice. The organic solvent was evaporated underreduced pressure and the aqueous solution was washed withEtOAc. The aqueous phase was acidified with 2N HCl untilthe pH was 2, and then it was extracted with EtOAc. Theorganic phase was concentrated under reduced pressure toyield 4 as a brownish yellow oil. This brownish yellow oilwas dissolved in dry THF (300 mL) and cooled to 0 C.BH3·DMS (5.7 mL, 58 mmol) was added dropwise to thereaction mixture, which was then kept stirring at 0 C for anadditional 1 h. The flask was removed from the ice bath, andthe mixture stirred overnight at room temperature. Thereaction mixture was poured over ice and sequentiallyextracted with EtOAc, washed with saturated aqueousNaHCO3, washed with brine, and dried (Na2SO4). Thesolution was concentrated under reduced pressure andpurified through flash column chromatography (FCC; gradientEtOAc/hexanes, from 30 to 50%) to yield 5 [26] as aslightly yellow oil (16.3 g, 70% over three steps).

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Disposal
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CAS No.: 13726-69-7

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CAS No.: 13726-69-7

Alternative Products

Product Details of Boc-Hyp-OH

Safety of Boc-Hyp-OH

Application In Synthesis of Boc-Hyp-OH

[ 13726-69-7 ] Synthesis Path-Downstream 1~4

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Physical hazards
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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
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H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
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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
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Health hazards
Code	Phrase
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H301	Toxic if swallowed
H302	Harmful if swallowed
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