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
  • [1] Chemo-enzymatic synthesis of 1-O-hexadecyl-2-O-palmitoyl-sn-glycerol
    Salto, ML
    Bertello, LE
    deLederkremer, RM
    BIOTECHNOLOGY LETTERS, 1997, 19 (09) : 853 - 855
  • [2] Chemo-enzymatic synthesis of 1- O-hexadecyl-2- O-palmitoyl- sn-glycerol
    M.L. Salto
    L.E. Bertello
    R.M. de Lederkremer
    Biotechnology Letters, 1997, 19 : 853 - 855
  • [3] RAPID SYNTHESIS OF 3-O-BENZYL-SN-GLYCEROL AND 2-O-BENZYLGLYCEROL
    GOLDING, BT
    IOANNOU, PV
    SYNTHESIS-STUTTGART, 1977, (06): : 423 - 424
  • [4] STEREOSELECTIVE SYNTHESIS OF 1-O-ALKYL-3-O-BENZYL-SN-GLYCEROLS AND 1-O-ALKYL-2-O-METHYL-3-O-BETA-D-GLYCOSYL-SN-GLYCEROLS
    BAUER, F
    RUESS, KP
    LIEFLANDER, M
    LIEBIGS ANNALEN DER CHEMIE, 1991, (08): : 765 - 768
  • [5] ENANTIOSELECTIVE SYNTHESES OF 1-O-BENZYL-SN-GLYCEROL AND 1-O-HEXADECYL-2-O-METHYL-SN-GLYCEROL VIA ASYMMETRIC DIHYDROXYLATION OF ALLYL 4-METHOXYPHENYL ETHER - USE OF AD-MIX SUPPLEMENTED WITH POTASSIUM PERSULFATE
    BYUN, HS
    KUMAR, ER
    BITTMAN, R
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09): : 2630 - 2633
  • [6] A stereoselective and highly practical synthesis of cytosolic phospholipase A(2) substrate, 2-S-arachidonoyl-1-O-hexadecyl-sn-2-thioglycero-3-O-phosphocholine
    Fuji, M
    Watanabe, F
    Fujii, Y
    Hashizume, H
    Okuno, T
    Shirahase, K
    Teshirogi, I
    Ohtani, M
    JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20): : 6804 - 6809
  • [7] 1-O-Hexadecyl-2-desoxy-2-amino-sn-glycerol, a substrate for human sphingosine kinase
    Gijsbers, S
    Asselberghs, S
    Herdewijn, P
    Van Veldhoven, PP
    BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR AND CELL BIOLOGY OF LIPIDS, 2002, 1580 (01): : 1 - 8
  • [8] SYNTHESIS OF 1-O-(2'-METHOXYHEXADECYL)-SN-GLYCEROL
    ROZIN, AE
    SEREBRENNIKOVA, GA
    EVSTIGNEEVA, RP
    BIOORGANICHESKAYA KHIMIYA, 1975, 1 (09): : 1312 - 1315
  • [9] Synthesis and evaluation of the antiproliferative effects of 1-O-hexadecyl-2-O-methyl-3-O-(2'-acetamido-2'-deoxy-beta-D-glucopyranosyl)-sn-glycerol and 1-O-hexadecyl-2-O-methyl-3-O-(2'-amino-2'-deoxy-beta-D-glucopyranosyl)-sn-glycerol an epithelial cancer cell growth
    Erukulla, RK
    Zhou, X
    Samadder, P
    Arthur, G
    Bittman, R
    JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (07) : 1545 - 1548
  • [10] SYNTHESIS OF ALKYL GLYCEROPHOSPHOLIPIDS VIA 1-O-BENZYL-2-O-METHYL-RAC-GLYCEROL
    PINCHUK, AN
    MITSNER, BI
    SHVETS, VI
    KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1992, 26 (02): : 62 - 64
12345