(2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane

Base Information

Chemical Name:(2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane
CAS No.:265135-70-4
Molecular Formula:C₂₅H₂₇NO₆S₂
Molecular Weight:501.624
Hs Code.:

Synonyms:(2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane

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Chemical Property of (2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane

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Technology Process of (2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane

There total 8 articles about (2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane 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: 67.0%

: 98-59-9
p-toluenesulfonyl chloride

: 188923-25-3
(2R,3R)-3-benzyloxycarbonylamino-4-phenylthio-1,2-butanediol

: 265135-70-4
(2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane

Guidance literature:: With pyridine; at 0 - 20 ℃; for 4.25h;
DOI:10.1021/jo991793e

Reference yield:

: 65-85-0,8013-63-6
benzoic acid

: 265135-70-4
(2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd/C / propan-2-ol / 9 h / 60 °C

2: K₂CO₃ / toluene; H₂O / 3 h / 20 °C

3: Et₃N / toluene / 1.5 h / 10 °C

4: 1.93 kg / NaOH; Bu₄NBr / toluene; H₂O / 2.5 h / 55 °C

5: aq. HCl / methanol / 3.5 h / Heating

6: 67 percent / pyridine / 4.25 h / 0 - 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; tetrabutylammomium bromide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In methanol; water; isopropyl alcohol; toluene; 1: Hydrogenolysis / 2: Condensation / 3: Condensation / 4: Substitution / 5: Hydrolysis / 6: Tosylation;
DOI:10.1021/jo991793e

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 265135-70-4
(2R,3R)-1-(4-methylbenxenesulfonyloxy)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butane

Guidance literature:: Multi-step reaction with 6 steps

1: NaHCO₃ / toluene; H₂O

2: PPTS / acetone

3: Et₃N / toluene / 1.5 h / 10 °C

4: 1.93 kg / NaOH; Bu₄NBr / toluene; H₂O / 2.5 h / 55 °C

5: aq. HCl / methanol / 3.5 h / Heating

6: 67 percent / pyridine / 4.25 h / 0 - 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; tetrabutylammomium bromide; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; In methanol; water; acetone; toluene; 1: Condensation / 2: Isomerization / 3: Condensation / 4: Substitution / 5: Hydrolysis / 6: Tosylation;
DOI:10.1021/jo991793e