(5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

Base Information

Chemical Name:(5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose
CAS No.:115243-97-5
Molecular Formula:C₁₈H₂₁NO₅S
Molecular Weight:363.434
Hs Code.:

Synonyms:(5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

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Technology Process of (5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

There total 3 articles about (5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 2-[((3aR,5S,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-trimethylsilanyloxy-methyl]-thiazole

: 115243-97-5
(5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00264a035

Reference yield:

: 118319-77-0
((3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-thiazol-2-yl-methanone

: 115243-97-5
(5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

: 118334-62-6
(R)-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-thiazol-2-yl-methanol

Guidance literature:: With sodium tetrahydroborate; In methanol; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;
DOI:10.1021/jo00264a036

Reference yield:

: 79265-30-8
2-(trimethylsilyl)thiazole

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 115243-97-5
(5S)-1,2-O-isopropylidene-3-O-benzyl-5-(2-thiazolyl)-α-D-xylo-pentofuranose

: 118334-62-6
(R)-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-thiazol-2-yl-methanol

Guidance literature:: With tetrabutyl ammonium fluoride; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, room temp., overnight 2.) THF, 1-2 h;
DOI:10.1016/S0040-4020(01)81646-X