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Merck

49800

Sigma-Aldrich

D -(+)-甘油醛

≥98.0% (HPLC)

别名:

(2R)-2,3-Dihydroxypropanal, Triose

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About This Item

经验公式(希尔记法):
C3H6O3
CAS号:
分子量:
90.08
Beilstein:
1720474
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥98.0% (HPLC)

杂质

≤10% water

储存温度

2-8°C

SMILES字符串

OC[C@@H](O)C=O

InChI

1S/C3H6O3/c4-1-3(6)2-5/h1,3,5-6H,2H2/t3-/m0/s1

InChI key

MNQZXJOMYWMBOU-VKHMYHEASA-N

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应用

D-(+)-甘油醛可用作合成以下物质的反应物:
  • (S)-高苯丙氨酸,通过胺和α-羟醛偶联生成的3-氨基-1,2-二醇的钌氧化制备。
  • β- 和γ-联烯醇,通过金属催化环化制备。联烯醇是制备对映体纯的二氢吡喃和四氢噁英(tetrahydrooxepine)的关键前体。
  • 异亚丙基D-甘油醛中间体,其控制前列腺素(PGE1)的总合成中的手性。

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

235.4 °F - closed cup

闪点(°C)

113 °C - closed cup

个人防护装备

Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Archaea use glycolytic pathways distinct from those found in bacteria and eukaryotes, where unique enzymes catalyze each reaction step. In this study, we isolated three isozymes of glyceraldehyde oxidoreductase (GAOR1, GAOR2 and GAOR3) from the thermoacidophilic archaeon Sulfolobus tokodaii. GAOR1-3
Chiral synthesis of prostaglandins (PGE1) from D-glyceraldehyde
Stork G and Takahashi T
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Highly stereocontrolled one-step synthesis of anti-β-amino alcohols from organoboronic acids, amines, and α-hydroxy aldehydes
Petasis NA and Zavialov IA
Journal of the American Chemical Society, 120(45), 11798-11799 (1998)
Metal-Catalyzed Cyclization of β-and γ-Allenols Derived from d-Glyceraldehyde- Synthesis of Enantiopure Dihydropyrans and Tetrahydrooxepines: An Experimental and Theoretical Study
Alcaide BL
Chemistry?A European Journal , 15(36), 9127-9138 (2009)

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