L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester

Base Information

Chemical Name:L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester
CAS No.:123801-78-5
Molecular Formula:C₃₁H₃₉NO₆S
Molecular Weight:553.72
Hs Code.:

Synonyms:L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester

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Technology Process of L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester

There total 10 articles about L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-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: 96.0%

: 123801-76-3
L-N-[(2R)-3-hydroxy-2-(1-naphthylmethyl)-propionyl]norleucine tert-butyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 123801-78-5
L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester

Guidance literature:: With pyridine;
DOI:10.1016/0040-4039(90)80019-I

Reference yield:

: 119358-08-6
4-(S)-isopropyl-3-<3-(1-naphthyl)-1-oxopropyl>-2-oxazolidinone

: 123801-78-5
L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) lithium diisopropylamide / 1) THF, -78 deg C, 0.5h, 2)a -40 deg C, 1h, b) 0 deg C, 3h

2: 1) 30percent H₂O₂, LiOH*H₂O, 2) Pd black, cyclohexene, EtOH / 1) 3:1 THF-water, r.t., 6.5h, 2) reflux, 4h

3: 90 percent / DCC-HOBT / dimethylformamide

4: 94 percent / pyridine

With pyridine; lithium hydroxide; ethanol; dihydrogen peroxide; benzotriazol-1-ol; palladium; dicyclohexyl-carbodiimide; lithium diisopropyl amide; cyclohexene; In N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.2224

Reference yield:

: 129431-11-4
(4S)-3-<(2R)-3-Benzyloxymethyl-2-(1-naphthylmethyl)propionyl>-4-isopropyl-2-oxazolidinone

: 123801-78-5
L-N-[(2R)-2-(1-naphthylmethyl)-3-p-toluenesulfonyloxypropionyl]norleucine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 30percent H₂O₂, LiOH*H₂O, 2) Pd black, cyclohexene, EtOH / 1) 3:1 THF-water, r.t., 6.5h, 2) reflux, 4h

2: 90 percent / DCC-HOBT / dimethylformamide

3: 94 percent / pyridine

With pyridine; lithium hydroxide; ethanol; dihydrogen peroxide; benzotriazol-1-ol; palladium; dicyclohexyl-carbodiimide; cyclohexene; In N,N-dimethyl-formamide;
DOI:10.1246/bcsj.63.2224