(2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol

Base Information

Chemical Name:(2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol
CAS No.:260273-08-3
Molecular Formula:C₂₈H₃₃NO₅S
Molecular Weight:495.64
Hs Code.:

Synonyms:(2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol

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Chemical Property of (2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol

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Technology Process of (2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol

There total 4 articles about (2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol 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: 91.0%

: 98-59-9
p-toluenesulfonyl chloride

: 260273-04-9
(2S,3S)-4-dibenzylamino-2,3-O-isopropylidenebutane-1,2,3-triol

: 260273-08-3
(2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol

Guidance literature:: With pyridine; at 0 ℃; for 12h;
DOI:10.1002/(SICI)1099-0682(200002)2000:2<351::AID-EJIC351>3.0.CO;2-Q

Reference yield:

: 70831-49-1,73711-65-6,58789-44-9
(4S,5S)-4-hydroxymethyl-2,2-dimethyl-5-tosyloxymethyl-1,3-dioxolane

: 260273-08-3
(2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaN₃ / dimethylformamide / 24 h / Heating

2: 100 percent / H₂ / Pd/C / ethanol / 48 h / 20 °C

3: 85 percent / K₂CO₃ / acetonitrile / 24.5 h / Heating

4: 91 percent / pyridine / 12 h / 0 °C

With pyridine; sodium azide; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Catalytic hydrogenation / 3: Dehydrobromination / 4: Tosylation;
DOI:10.1002/(SICI)1099-0682(200002)2000:2<351::AID-EJIC351>3.0.CO;2-Q

Reference yield:

: 84252-35-7
((4S,5S)-5-(azidomethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

: 260273-08-3
(2R,3S)-4-dibenzylamino-2,3-O-isopropylidene-1-O-tosylbutane-1,2,3-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / Pd/C / ethanol / 48 h / 20 °C

2: 85 percent / K₂CO₃ / acetonitrile / 24.5 h / Heating

3: 91 percent / pyridine / 12 h / 0 °C

With pyridine; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; acetonitrile; 1: Catalytic hydrogenation / 2: Dehydrobromination / 3: Tosylation;
DOI:10.1002/(SICI)1099-0682(200002)2000:2<351::AID-EJIC351>3.0.CO;2-Q