(S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester
CAS No.:864239-08-7
Molecular Formula:C₃₂H₄₆N₂O₆
Molecular Weight:554.727
Hs Code.:

Synonyms:(S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester

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Chemical Property of (S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester

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Technology Process of (S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester

There total 7 articles about (S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl 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: 77.0%

: 864239-07-6
(4S)-benzyloxy-(5S)-tert-butoxycarbonylamino-(2R),7-dimethyloctanoic acid

: 42854-62-6
L-alanine benzyl ester p-toluenesulfonate

: 864239-08-7
(S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 5 ℃; for 14h;
DOI:10.1021/jm050142+

Reference yield:

: ((1S,2S,4R)-2-Benzyloxy-1-isobutyl-4-methyl-5-oxo-pentyl)-carbamic acid tert-butyl ester

: 864239-08-7
(S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 38.3 mg / aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol / 0.5 h / 0 °C

2: 77 percent / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 5 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jm050142+

Reference yield:

: 864239-05-4
2,2-dimethylpropionic acid (5S)-tert-butoxycarbonylamino-(4S)-hydroxy-(2R),7-dimethyloctyl ester

: 864239-08-7
(S)-2-((2R,4S,5S)-4-Benzyloxy-5-tert-butoxycarbonylamino-2,7-dimethyl-octanoylamino)-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 69 percent / n-Bu₄NI; NaH / tetrahydrofuran / 14 h / 20 °C

2: DibalH / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: Et₃N; SO₃*Py / dimethylsulfoxide; CH₂Cl₂ / 1 h / 20 °C

4: 38.3 mg / aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol / 0.5 h / 0 °C

5: 77 percent / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 5 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; pyridine-SO₃ complex; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jm050142+