(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

Base Information

Chemical Name:(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester
CAS No.:881995-79-5
Molecular Formula:C₄₀H₄₀N₂O₈S
Molecular Weight:708.832
Hs Code.:

(2R,6R)-N<sup>2</sup>,N<sup>6</sup>-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

Synonyms:(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

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Chemical Property of (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

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Technology Process of (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

There total 7 articles about (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-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: 90.8%

: 881995-77-3
(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine ε-allyl α-tert-butyl diester

: 881995-79-5
(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jm050585d

Reference yield:

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 881995-79-5
(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylcarbodiimide; CuCl / 120 h

1.2: 65 percent / CH₂Cl₂; dimethylformamide / 4 h / 20 °C

2.1: 84.8 percent / CBr₄; PPh₃ / CH₂Cl₂ / 2 h / 20 °C

3.1: DIEA / dimethylformamide / 4 h / 20 °C

4.1: 90.8 percent / morpholine; Pd(PPh₃)4 / CH₂Cl₂ / 1 h / 20 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbon tetrabromide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(l) chloride; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050585d

Reference yield:

: 103213-32-7,167015-11-4
N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine

: 881995-79-5
(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / DIEA / acetonitrile / 16 h / 20 °C

2: 95.1 percent / TFA; triisopropylsilane / CH₂Cl₂; diethyl ether / 1 h / 20 °C

3: DIEA / dimethylformamide / 4 h / 20 °C

4: 90.8 percent / morpholine; Pd(PPh₃)4 / CH₂Cl₂ / 1 h / 20 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chlorotriisopropylsilane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm050585d