472654
N-Boc-2-氨基乙醛
95%
别名:
N-(2-氧代乙基)氨基甲酸叔丁酯
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关于此项目
线性分子式:
HCOCH2NHCO2C(CH3)3
化学文摘社编号:
分子量:
159.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
产品名称
N-Boc-2-氨基乙醛, 95%
InChI
1S/C7H13NO3/c1-7(2,3)11-6(10)8-4-5-9/h5H,4H2,1-3H3,(H,8,10)
SMILES string
CC(C)(C)OC(=O)NCC=O
InChI key
ACNRTYKOPZDRCO-UHFFFAOYSA-N
assay
95%
refractive index
n20/D 1.455 (lit.)
functional group
aldehyde
amine
storage temp.
−20°C
Quality Level
Gene Information
human ... CTSK(1513)
Application
N -Boc-2-氨基乙醛可用于以下用途：
- 作为 (+)-负霉素全合成中的起始试剂。
- ( E )-4-（（ 叔 -丁氧基羰基）氨基）-2-烯酸乙酯的合成。
- 2,2′ 的合成-联吡啶。
使用最近报道的涉及甲醛和吡咯烷丙酸或二肽 L-Pro-β-Ala 催化的方案，该氨基醛的 α-亚甲基化以快速有效的方式进行。
也用于含 1,3-偶极环加成的吡咯烷的三组分合成。
也用于含 1,3-偶极环加成的吡咯烷的三组分合成。
受保护的吡咯脯氨酸合成中的一个组成部分。
General description
N -Boc-2-氨基乙醛是一种有机构件。与 Horner-Wadsworth-Emmons (HWE) 试剂反应，得到 γ-氨基丁酸 (GABA) 衍生的 α-酮酰胺/酯单元。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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The Journal of organic chemistry, 71(6), 2538-2541 (2006-03-11)
A rapid and extremely convenient method for alpha-methylenation of aldehydes with aqueous formaldehyde is described. Two optimal catalytic systems are presented that allow short reaction times and afford the functionalized products in good to excellent yields (up to 99%) and
Diethyl [3-Cyano-2-Oxo-3-(Triphenylphosphoranylidene) propyl] phosphonate: A Useful Horner-Wadsworth-Emmons Reagent for alpha-Keto (Cyanomethylene)-triphenylphosphoranes from Carbonyl Compounds.
Lee K.
Bull. Korean Chem. Soc., 28(10), 1641-1641 (2007)
Efficient total synthesis of (+)-negamycin, a potential chemotherapeutic agent for genetic diseases.
Yoshio Hayashi et al.
Chemical communications (Cambridge, England), (20)(20), 2379-2381 (2008-05-14)
Herein, we describe an efficient strategy for the total synthesis of (+)-negamycin using commercially available achiral N-Boc-2-aminoacetaldehyde as starting material with 42% overall yield for a limited number of steps.
The Journal of Organic Chemistry, 70, 10869-10869 (2005)
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