(2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane

Base Information

Chemical Name:(2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane
CAS No.:164073-28-3
Molecular Formula:C₁₉H₂₉NO₇S
Molecular Weight:415.508
Hs Code.:

Synonyms:(2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane

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Chemical Property of (2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane

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Technology Process of (2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane

There total 5 articles about (2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane 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: 96.4%

: 98-59-9
p-toluenesulfonyl chloride

: 164073-27-2
(2R,3R,4S)-5-morpholino-1,2-dihydroxy-O-3,4-isopropylidene-pentane

: 164073-28-3
(2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1016/0040-4020(94)01107-B

Reference yield:

: 922-65-6
divinylcarbinol

: 164073-28-3
(2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane

Guidance literature:: Multi-step reaction with 5 steps

1: D-(-)-DIPT, TBHP, 4 Angstroem molecule sieves, Ti(OiPr)4 / CH₂Cl₂ / 240 h / -20 °C

2: Ti(OiPr)4 / CH₂Cl₂ / 24 h / Ambient temperature

3: 91 percent / 10percent mol PTS / CH₂Cl₂ / Ambient temperature

4: 85 percent / K₃Fe(CN)6, K₂CO₃ / OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / Ambient temperature

5: 96.4 percent / NEt₃ / CH₂Cl₂ / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; potassium carbonate; D-(-)-diisopropyl tartrate; triethylamine; potassium hexacyanoferrate(III); osmium(VIII) oxide; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/0040-4020(94)01107-B

Reference yield:

: 102490-00-6
(2S,3R)-1,2-epoxy-4-penten-3-ol

: 164073-28-3
(2R,3R,4S)-5-morpholino-1-p-toluenesulfonyloxy-2-hydroxy-O-3,4-isopropylidene-pentane

Guidance literature:: Multi-step reaction with 4 steps

1: Ti(OiPr)4 / CH₂Cl₂ / 24 h / Ambient temperature

2: 91 percent / 10percent mol PTS / CH₂Cl₂ / Ambient temperature

3: 85 percent / K₃Fe(CN)6, K₂CO₃ / OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / Ambient temperature

4: 96.4 percent / NEt₃ / CH₂Cl₂ / 0 °C

With titanium(IV) isopropylate; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); osmium(VIII) oxide; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/0040-4020(94)01107-B