STEREOSELECTIVE SYNTHESIS OF 2-O-BENZYL-1-O-HEXADECYL-SN-GLYCEROL

被引：0
|
作者：
BAUER, F [1 ]
RUESS, KP [1 ]
LIEFLANDER, M [1 ]
机构：
[1] UNIV REGENSBURG,INST PHYS & MAKROMOLEK CHEM,UNIV STR 31,W-8400 REGENSBURG,GERMANY
来源：
LIEBIGS ANNALEN DER CHEMIE | 1992年 / 01期
关键词：
LYSOGLYCOLIPIDS; GLYCERYL ETHERS; GLYCEROL; 2-O-BENZYL-1-O-HEXADECYL; CARBOHYDRATES;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Due to the versatility of 2-O-benzyl-1-O-hexadecyl-sn-glycerol (7) as building block for various alkyl ether lipids and alkyl ether lyso-lipids, 7 was prepared from D-mannit following two different strategies. The final product 7 was obtained either via the intermediate 1,2-O-isopropylidene-sn-glycerol (1) or via 3,4-O-isopropylidene-D-mannit (8) in an overall yield of 6% or 11%, respectively.
引用
收藏
页码：47 / 50
页数：4
相关论文
共 50 条
  • [21] SYNTHESIS OF PHOSPHONO ANALOGS OF 2-O-ACETYL-1-O-HEXADECYL(OCTADECYL)-SN-3-GLYCERYLPHOSPHORYLCHOLINE (PLATELET-ACTIVATING FACTOR)
    DISSELNKOTTER, H
    LIEB, F
    OEDIGER, H
    WENDISCH, D
    ARCHIV DER PHARMAZIE, 1985, 318 (08) : 695 - 700
  • [22] Synthesis of 1-O-[hexadecyl-1',2'-H-3]hexadecyl 2-acetyl-sn-glyceryl 3-phosphorylcholine and 1-O-alkyl [P-32]lysophosphatidycholine.
    Do, UH
    Hong, Y
    Tam, P
    Srinivasan, P
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1996, 38 (02): : 117 - 127
  • [23] MYOCARDIAL SALVAGE BY 1-O-HEXADECYL-SN-GLYCEROL - POSSIBLE ROLE OF PEROXISOMAL DYSFUNCTION IN ISCHEMIA-REPERFUSION INJURY
    MAULIK, N
    TOSAKI, A
    ENGELMAN, RM
    CORDIS, GA
    DAS, DK
    JOURNAL OF CARDIOVASCULAR PHARMACOLOGY, 1994, 24 (03) : 486 - 492
  • [24] Stereoselective synthesis of dioxabicycles from 1-C-allyl-2-O-benzyl-glycosides -: An intramolecular cyclization between 2-O-benzyl oxygen and the allyl double bond
    Wu, An-Tai
    Yi, Tian
    Shao, Huawu
    Wu, Shih-Hsiung
    Zou, Wei
    CANADIAN JOURNAL OF CHEMISTRY, 2006, 84 (04) : 597 - 602
  • [25] 3-STEP SYNTHESIS OF PLATELET-ACTIVATING-FACTOR FROM CHIRAL GLYCIDOL VIA REGIOSELECTIVE MONOPHOSPHITYLATION OF 1-O-HEXADECYL-SN-GLYCEROL
    ERUKULLA, RK
    BYUN, HS
    BITTMAN, R
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (23): : 7706 - 7708
  • [26] The preparation of 2-O-[1′-14C]arachidonoyl-1-O-stearoyl-sn-glycerol
    Duclos, Richard I., Jr.
    Gatley, S. John
    Bhatt, Shachi R.
    Johnston, Meghan
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2009, 52 (7-8): : 324 - 326
  • [27] AN EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF 1,2-O-DIALKYL-3-O-BETA-D-GLYCOSYL-SN-GLYCEROLS
    SIX, L
    RUESS, KP
    LIEFLANDER, M
    TETRAHEDRON LETTERS, 1983, 24 (12) : 1229 - 1232
  • [28] SYNTHESIS OF 2-O-BENZYL, 2,3-O-BENZYL, AND 2,6-O-BENZYL ETHERS OF D-GALACTOSE
    SCHNEIDE.J
    LEE, YC
    FLOWERS, HM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1974, : 4 - 4
  • [29] An efficient and stereoselective synthesis of (2R,2'S)-1-O-(2'-hydroxy-hexadecyl)glycerol and its oxo analogs: Potential antitumour compounds from shark liver oil.
    Baskaran, S
    Baig, MHA
    Banerjee, S
    Baskaran, C
    Bhanu, K
    Deshpande, SP
    Trivedi, GK
    TETRAHEDRON, 1996, 52 (18) : 6437 - 6452
  • [30] ALPHA-ADRENERGIC BLOCKING ACTION OF 1-O-HEXADECYL-2-O-ACETYL-SN-GLYCERO-3-PHOSPHOCHOLINE IN RATS
    OTSUKA, A
    MASUGI, F
    OGIHARA, T
    SAEKI, S
    KOYAMA, Y
    KUMAHARA, Y
    CLINICAL AND EXPERIMENTAL HYPERTENSION PART A-THEORY AND PRACTICE, 1983, 5 (04) : 625 - 635
12345