(4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene

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Chemical Name:(4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene
CAS No.:622841-14-9
Molecular Formula:C₄₉H₈₁N₇O₁₁S
Molecular Weight:976.288
Hs Code.:

Synonyms:(4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene

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Chemical Property of (4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene

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Technology Process of (4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene

There total 3 articles about (4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene 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

: 622841-14-9
(4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene

Guidance literature:: Multi-step reaction with 2 steps

1: 164 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

: 622841-14-9
(4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / K₂CO₃ / ethanol / 16 h

2: 76 percent / NaBH₄ / methanol / 2.5 h / 0 °C

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

4: 164 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

Reference yield:

: (E)-(S)-4-Amino-1-thiazol-2-yl-hex-1-en-3-ol

: 622841-11-6
Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha-OH

: 622841-14-9
(4S)-4-[N-(Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha)-amino]-3-hydroxy-1-(thiazol-2-yl)-1-hexene

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 16h;
DOI:10.1016/S0968-0896(03)00190-1