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CAS No.: | 33125-05-2 |
---|---|
Name: | Boc-D-Phenylglycine |
Article Data: | 77 |
Molecular Structure: | |
Formula: | C13H17NO4 |
Molecular Weight: | 251.282 |
Synonyms: | Benzeneaceticacid, a-[[(1,1-dimethylethoxy)carbonyl]amino]-,(R)-;(R)-N-Boc-2-amino-2-phenylaceticacid;(R)-[(tert-Butoxycarbonyl)amino]phenylethanoicacid;BOC-D-Phg-OH;D-2-tert-Butoxycarboxamido-2-phenylacetic acid;N-(tert-Butoxycarbonyl)-D-2-phenylglycine;N-tert-Butyloxycarbonyl-D-phenylglycine; |
EINECS: | 1533716-785-6 |
Density: | 1.182 g/cm3 |
Melting Point: | 88-91 °C |
Boiling Point: | 407.2 °C at 760 mmHg |
Flash Point: | 200.1 °C |
Solubility: | Insoluble in water. Slightly soluble in DMSO and methanol. |
Safety: | 24/25 |
PSA: | 66.84000 |
LogP: | 2.51270 |
Conditions | Yield |
---|---|
With sodium hydroxide In tert-butyl alcohol at 20℃; for 1h; Inert atmosphere; | 100% |
With potassium hydrogencarbonate In tetrahydrofuran; water for 18h; | 99% |
With sodium hydroxide | 96% |
(R)-phenylglycine
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
Boc-D-Phg-OH
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane; water for 18h; | 94% |
(R)-phenylglycine
Boc-D-Phg-OH
Conditions | Yield |
---|---|
With sodium carbonate In 1,4-dioxane; water at 25℃; for 12h; | 89% |
tert-butyl [(1S)-1-phenylprop-2-en-1-yl]imidocarbonate
Boc-D-Phg-OH
Conditions | Yield |
---|---|
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile | 85% |
(R)-phenylglycine
1-(t-butoxycarbonyl)-1,2,4-triazolo<4,3-a>pyridinium-3-olate
Boc-D-Phg-OH
Conditions | Yield |
---|---|
With sodium hydroxide In acetone for 2h; Ambient temperature; | 84% |
2-(tert-butoxycarbonylamino)-2-phenylacetic acid
Boc-D-Phg-OH
Conditions | Yield |
---|---|
82% |
(2R,3R)-3-<(tert-butoxycarbonyl)amino>-3-phenyl-1,2-propanediol
Boc-D-Phg-OH
Conditions | Yield |
---|---|
With ruthenium trichloride; sodium periodate; sodium carbonate In tetrachloromethane; water; acetonitrile for 2h; Ambient temperature; | 79% |
(R)-N-(tert-butoxycarbonyl)phenylglycinol
Boc-D-Phg-OH
Conditions | Yield |
---|---|
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile at 0 - 20℃; for 1h; | 77% |
With dipyridinium dichromate In N,N-dimethyl-formamide Ambient temperature; | |
With dipyridinium dichromate In N,N-dimethyl-formamide for 6h; Ambient temperature; |
A
Boc-D-Phg-OH
B
(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid
Conditions | Yield |
---|---|
With C28H30N3O2(1+)*Br(1-); sodium hydroxide In chloroform at 0℃; for 24h; | A n/a B 35% |
carbon dioxide
N-(triisopropylsilyl)-N-(tert-butyloxycarbonyl)benzylamine
Boc-D-Phg-OH
Conditions | Yield |
---|---|
Stage #1: N-(triisopropylsilyl)-N-(tert-butyloxycarbonyl)benzylamine With sec.-butyllithium; (-)-sparteine In diethyl ether; cyclohexane at -78℃; for 3h; Stage #2: carbon dioxide In diethyl ether; cyclohexane for 0.333333h; | 7% |
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