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Volumn 65, Issue 38, 2009, Pages 7989-7997

Synthetic studies on pterin glycosides: the first synthesis of 2′-O-(α-d-glucopyranosyl)biopterin

Author keywords

Glycosylation; Protecting group; Pteridine; Pterin glycoside; Total synthesis

Indexed keywords

2' O (ALPHA DEXTRO GLUCOPYRANOSYL)BIOPTERIN; 4,6 DI O ACETYL 2,3 DI O (4 METHOXYBENZYL) ALPHA DEXTRO GLUCOPYRANOSYL BROMIDE; FUNCTIONAL GROUP; GLUCOSE; N2 (N,N DIMETHYLAMINOMETHYLENE) 1' O (4 METHOXYBENZYL) 3 [2 (4 NITROPHENYL)ETHYL]BIOPTERIN; PTERIN DERIVATIVE; PTERIN GLYCOSIDE; REAGENT; RHAMNOSE; SILVER TRIFLATE; TETRAMETHYLUREA; UNCLASSIFIED DRUG;

EID: 68549101675     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.07.043     Document Type: Article
Times cited : (16)

References (44)
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    • note
    • For an alternative route of preparation of biopterin derivative (9) from d-xylose, see Ref. 14.
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    • note
    • Acidic hydrolysis of methyl 2,3-O-isopropylidene-4-O-PMB-α-l-rhamnopyranoside in an attempt to obtain 4-O-PMB-l-rhamnose (16) resulted in a preferential removal of the PMB group rather than hydrolysis of methyl glycoside. Therefore we employed 1-propenyl glycoside, which is cleavable under weaker acidic conditions.
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    • note
    • 2, the corresponding glycosides were obtained in good yields: 95% (α:β=60:40) by use of MeOTf; 91% (56:44) by use of NIS-AgOTf.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.