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Merck
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重要文件

421723

Sigma-Aldrich

Z-L-苯丙氨醇

97%

同義詞:

(S)-(-)-2-(苄氧羰基氨基)-3-苯基-1-丙醇, (S)-2-(Z-氨基)-3-苯基-1-丙醇, N-(苄氧羰基)-L-苯丙氨醇

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About This Item

線性公式:
C6H5CH2CH(NHCO2CH2C6H5)CH2OH
CAS號碼:
分子量::
285.34
Beilstein:
2816420
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.22
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化驗

97%

光學活性

[α]20/D −30°, c = 1 in chloroform

反應適用性

reaction type: solution phase peptide synthesis

mp

90-92 °C (lit.)

應用

peptide synthesis

SMILES 字串

OC[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2

InChI

1S/C17H19NO3/c19-12-16(11-14-7-3-1-4-8-14)18-17(20)21-13-15-9-5-2-6-10-15/h1-10,16,19H,11-13H2,(H,18,20)/t16-/m0/s1

InChI 密鑰

WPOFMMJJCPZPAO-INIZCTEOSA-N

應用

用于合成具生物化学活性的化合物。[1]合成 HIV 蛋白酶抑制剂的结构单元。[2][3][4][5][6][7]

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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分析證明 (COA)

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D Scholz et al.
Journal of medicinal chemistry, 37(19), 3079-3089 (1994-09-16)
A convenient procedure for the synthesis of 2-heterosubstituted statine derivatives as novel building blocks in HIV-protease inhibitors has been developed. The synthesis starts with protected L-phenylalaninols, which were converted to gamma-amino alpha, beta-unsaturated esters in a one-pot procedure. A highly
Liu, C. et al.
Organic Process Research & Development, 1, 45-45 (1997)
Pierre L. Beaulieu et al.
The Journal of organic chemistry, 61(11), 3635-3645 (1996-05-31)
Enantiomerically pure N,N-dibenzyl-alpha-amino aldehydes reacted with (chloromethyl)lithium, generated in situ from bromochloromethane and lithium metal, to give predominantly erythro aminoalkyl epoxides. Treatment of the crude epoxides with aqueous hydrochloric acid gave crystalline (2S,3S)-N,N-dibenzylamino chlorohydrin hydrochlorides in 32-56% overall yield and
Aldrichimica Acta, 28, 13-13 (1995)
P Y Lam et al.
Journal of medicinal chemistry, 39(18), 3514-3525 (1996-08-30)
High-resolution X-ray structures of the complexes of HIV-1 protease (HIV-1PR) with peptidomimetic inhibitors reveal the presence of a structural water molecule which is hydrogen bonded to both the mobile flaps of the enzyme and the two carbonyls flanking the transition-state

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