(2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane
- Name (2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane
- CAS 128018-44-0
- Purity 99%
Product Details
Factory supply (2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane 128018-44-0 with low price
- Molecular Formula: C18H19NO3
- Molecular Weight: 297.354
- Melting Point: 77-80 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
- Refractive Index: 1.593
- Boiling Point: 481.8 °C at 760 mmHg
- PKA: 11.98±0.46(Predicted)
- Flash Point: 245.2 °C
- PSA： 50.86000
- Density: 1.206 g/cm3
- LogP: 3.31380
(2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane(Cas 128018-44-0) Usage
|
General Description |
(2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane, also known as (S,S)-3-(Cbz-amino)-1,2-epoxy-4-phenylbutane, is an organic compound with the molecular formula C17H19NO3. It is a chiral molecule, meaning it has a non-superimposable mirror image, and exists as a pair of enantiomers. (2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane is often used in organic synthesis as a building block for the preparation of various pharmaceuticals and biologically active compounds. The Cbz group is a protecting group that is commonly used in organic chemistry to shield an amine group from unwanted reactions, allowing for selective transformations of other functional groups. The epoxy group is a three-membered cyclic ether that is reactive and can undergo ring-opening reactions, making it useful in the construction of complex organic molecules. Overall, (2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane is an important intermediate in the synthesis of various biologically active compounds and has versatile reactivity in organic chemistry. |
InChI:InChI=1/C18H19NO3/c20-18(22-12-15-9-5-2-6-10-15)19-16(17-13-21-17)11-14-7-3-1-4-8-14/h1-10,16-17H,11-13H2,(H,19,20)/t16-,17?/m0/s1
128018-44-0 Relevant articles
Design, biologic evaluation, and SAR of novel pseudo-peptide incorporating benzheterocycles as HIV-1 protease inhibitors
He, Meizi,Zhang, Hang,Yao, Xiaojian,Eckart, Michael,Zuo, Elizabeth,Yang, Ming
scheme or table, p. 174 - 180 (2011/03/20)
A series of novel HIV-1 protease inhibit...
Highly diastereoselective catalytic Meerwein-Ponndorf-Verley reductions
Yin, Jingjun,Huffman, Mark A.,Conrad, Karen M.,Armstrong III, Joseph D.
, p. 840 - 843 (2007/10/03)
Very practical synthesis of ephedrine an...
HIV protease inhibitors
-
Page/Page column 30, (2010/02/11)
Combinatorial libraries of HIV and FIV p...
New approaches to the industrial synthesis of HIV protease inhibitors
Honda, Yutaka,Katayama, Satoshi,Kojima, Mitsuhiko,Suzuki, Takayuki,Kishibata, Naomi,Izawa, Kunisuke
, p. 2061 - 2070 (2007/10/03)
Efficient and industrially applicable sy...
128018-44-0 Process route
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-
62023-59-0,76498-22-1
(2S,3S)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylbutanoic acid
-
-
128018-44-0
N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane
| Conditions | Yield |
|---|---|
|
(2S,3S)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylbutanoic acid;
With
dimethylsulfide borane complex;
In
tetrahydrofuran; methanol;
at 0 ℃;
With
triethylamine;
In
dichloromethane;
at 0 ℃;
for 1h;
With
p-toluenesulfonyl chloride;
In
dichloromethane;
at 0 ℃;
for 1h;
|
-
-
26049-94-5
(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate
-
-
128018-44-0
N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane
| Conditions | Yield |
|---|---|
|
Multi-step reaction
with
2
steps
1: 94 percent / aluminum isopropoxide; isopropyl alcohol / toluene / 18 h / 50 °C
2: 99 percent / potassium hydroxide / ethanol / 1 h / 20 °C
With
potassium hydroxide; aluminum isopropoxide; isopropyl alcohol;
In
ethanol; toluene;
1: Meerwein-Ponndorf-Verley reduction;
|
|
|
Multi-step reaction
with
2
steps
1: NaBH4
/ ethanol
2: 96 percent / NaOMe / methanol
With
sodium tetrahydroborate; sodium methylate;
In
methanol; ethanol;
|
|
|
Multi-step reaction
with
2
steps
1: NaBH4
/ tetrahydrofuran; H2
O / 0.75 h / 0 °C
2: KOH / ethanol / 1.5 h / Ambient temperature
With
potassium hydroxide; sodium tetrahydroborate;
In
tetrahydrofuran; ethanol; water;
|
|
|
Multi-step reaction
with
2
steps
1: NaBH4
/ ethanol / 4 h
2: NaOMe / methanol / 1.5 h
With
sodium tetrahydroborate; sodium methylate;
In
methanol; ethanol;
|
|
|
Multi-step reaction
with
2
steps
1: 43 percent / NaBH4
/ methanol; tetrahydrofuran
2: 90 percent / KOH / ethanol
With
potassium hydroxide; sodium tetrahydroborate;
In
tetrahydrofuran; methanol; ethanol;
|
|
|
Multi-step reaction
with
2
steps
1: NaBH4
/ methanol
2: alcoholic KOH / 1 h / Ambient temperature
With
potassium hydroxide; sodium tetrahydroborate;
In
methanol;
|
|
|
(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate;
With
lithium tri-t-butoxyaluminum hydride;
In
ethanol;
at -78 ℃;
With
potassium carbonate;
In
methanol;
|
128018-44-0 Upstream products
-
128018-43-9
N-benzyloxycarbonyl-3(S)-amino-1-chloro-4-phenyl-2(S)-butanol
-
150767-05-8
(S)-2-(phenylmethoxycarbonyl)amino-1-phenylbut-3-ene
-
19317-12-5
(3S)-3-(N-benzyloxycarbonylamino)-3-benzyl-2-oxo-1-bromopropane
-
164394-36-9
(2S,3S)-3-(benzyloxycarbonylamino)-4-phenylbutane-1,2-diol
128018-44-0 Downstream products
-
1055030-54-0
{(1S,2R)-1-Benzyl-2-hydroxy-3-[(pyridin-4-ylmethyl)-amino]-propyl}-carbamic acid benzyl ester
-
143225-04-1
N-[3(S)-benzyloxycarbonylamino-2(R)-hydroxy-4-phenylbutyl]isoamylamine
-
143224-62-8
(2R,3S)-3-benzyloxycarbonylamino-2-hydroxy-1-(N-isobutylamino)-4-phenylbutane
-
184357-24-2
[(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester
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