(S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester

Base Information

Chemical Name:(S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester
CAS No.:158805-09-5
Molecular Formula:C₄₂H₅₆N₂O₇
Molecular Weight:700.916
Hs Code.:

Synonyms:(S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester

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Chemical Property of (S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester

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Technology Process of (S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester

There total 4 articles about (S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-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:

: 158805-13-1
α-tert-butyl γ-allyl N-trityl-L-glutamate

: 158805-09-5
(S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) KN(SiMe₃)2 / 1.) THF, -78 deg C, 55 min, 2.) THF, -78 deg C, 30 min

2: 68 percent / Pd(PPh₃)4, pyrrolidine / CH₂Cl₂ / Ambient temperature

3: NMM / tetrahydrofuran / 0.17 h / -20 °C

4: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) from -20 deg C to RT, 1.5 h

With pyrrolidine; 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium hexamethylsilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm960878u

Reference yield:

: 189507-54-8
(S)-2-Methyl-4-(trityl-amino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

: 158805-09-5
(S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.06 g / LiOH*H₂O / H₂O; tetrahydrofuran / 3 h

2: NMM / tetrahydrofuran / 0.17 h / -20 °C

3: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) from -20 deg C to RT, 1.5 h

With 4-methyl-morpholine; lithium hydroxide; In tetrahydrofuran; water;
DOI:10.1021/jm960878u

Reference yield:

: 158805-08-4
(S)-2-Methyl-4-(trityl-amino)-pentanedioic acid 5-tert-butyl ester

: 158805-09-5
(S)-2-[(S)-4-tert-Butoxycarbonyl-2-methyl-4-(trityl-amino)-butyrylamino]-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NMM / tetrahydrofuran / 0.17 h / -20 °C

2: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) from -20 deg C to RT, 1.5 h

With 4-methyl-morpholine; In tetrahydrofuran;
DOI:10.1021/jm960878u