4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester
CAS No.:1026343-65-6
Molecular Formula:C₂₅H₂₄N₂O₇S
Molecular Weight:496.541
Hs Code.:

Synonyms:4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester

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Chemical Property of 4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester

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Technology Process of 4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester

There total 8 articles about 4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester 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:

: 122-04-3
4-nitro-benzoyl chloride

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

: 1026343-65-6
4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester

Guidance literature:: With α-picoline; In ethyl acetate; at 5 - 10 ℃; for 8.5h;
DOI:10.1021/jo991793e

Reference yield:

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

: 1026343-65-6
4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester

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: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C

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

Reference yield:

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

: 1026343-65-6
4-Nitro-benzoic acid (2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylsulfanyl-butyl ester

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: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C

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