(5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene

Base Information

Chemical Name:(5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene
CAS No.:622841-15-0
Molecular Formula:C₄₇H₈₂N₆O₁₁
Molecular Weight:907.202
Hs Code.:

Synonyms:(5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene

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Chemical Property of (5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene

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Technology Process of (5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene

There total 4 articles about (5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene 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:

: 71989-23-6,251316-98-0
Fmoc-Ile-OH

: 622841-15-0
(5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene

Guidance literature:: Multi-step reaction with 2 steps

1: 140 mg / PyBOP; DIPEA / CH₂Cl₂ / 16 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0968-0896(03)00190-1

Reference yield:

: 104091-08-9
Fmoc-Glu(OtBu)-OH

: 622841-15-0
(5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene

Guidance literature:: Multi-step reaction with 2 steps

1: 140 mg / PyBOP; DIPEA / CH₂Cl₂ / 16 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0968-0896(03)00190-1

Reference yield:

: 622841-44-5
(3-tert-butoxycarbonylamino-2-oxo-pentyl)-phosphonic acid dimethyl ester

: 622841-15-0
(5S)-5-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-4-hydroxy-2-heptene

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / K₂CO₃ / ethanol / 16 h

2: 79 percent / NaBH₄ / methanol / 2.5 h / 0 °C

3: TMSOTf; 2,6-lutidine / CH₂Cl₂ / 6 h

4: 140 mg / PyBOP; DIPEA / CH₂Cl₂ / 16 h

With 2,6-dimethylpyridine; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane; 1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0968-0896(03)00190-1