1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose

Base Information

Chemical Name:1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose
CAS No.:911429-55-5
Molecular Formula:C₁₇H₂₁NO₉S₂
Molecular Weight:447.487
Hs Code.:

Synonyms:1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose

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Chemical Property of 1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose

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Technology Process of 1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose

There total 5 articles about 1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose 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: 87.0%

: 136904-60-4
(1,2-O-isopropylidene-α-D-ribofuranose)-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)

: 98-59-9
p-toluenesulfonyl chloride

: 911429-55-5
1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose

Guidance literature:: With pyridine; at 20 ℃; for 16h;
DOI:10.1021/jo0609531

Reference yield: 60.0%

: 911429-57-7
3-C-cyano-1,2-O-isopropylidene-3-O-mesyl-5-O-tosyl-α-D-ribofuranose

: 911429-55-5
1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 0.333333h;
DOI:10.1021/jo0609531

Reference yield:

: 1054652-94-6
Toluene-4-sulfonic acid (3aR,5R,6R,6aR)-6-cyano-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

: 911429-55-5
1,2-O-isopropylidene-3-spiro-5'-(4'-amino-1',2'-oxathiole-2',2'-dioxide)-5-O-tosyl-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / pyridine / 5 °C

2: 60 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.33 h / 0 °C

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;
DOI:10.1021/jo0609531