(2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester

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Chemical Name:(2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester
CAS No.:398526-19-7
Molecular Formula:C₂₇H₄₃N₃O₉
Molecular Weight:553.653
Hs Code.:

Synonyms:(2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester

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Chemical Property of (2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester

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Technology Process of (2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester

There total 4 articles about (2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl 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:

: 150438-78-1
(2S)-3-allyloxy-2-tert-butoxycarbonylaminopropionic acid

: 398526-19-7
(2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / H₂ / Pd/C / methanol / 3 h / 1551.49 Torr

2: HBTU; DIPEA / tetrahydrofuran / 0.5 h / 20 °C

3: TFA / 1 h / 20 °C

4: HBTU; DIPEA / tetrahydrofuran / 0.5 h / 20 °C

With hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1021/jm010414i

Reference yield:

: 77611-37-1
(S)-2-((tert-butoxycarbonyl)amino)-6-hydroxyhexanoic acid

: (S)-2-((S)-2-Amino-3-propoxy-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester

: 398526-19-7
(2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/jm010414i

Reference yield:

: 13734-28-6
Boc-Lys-OH

: 398526-19-7
(2S)-[(2S)-((2S)-tert-butoxycarbonylamino-6-hydroxyhexanoylamino)-3-propoxy-propionylamino]-3-(4-hydroxy-phenyl)propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 45.7 percent / aq. NaOH; sodium nitroprusside / 6 h / 60 °C / pH 9.5

2: HBTU; DIPEA / tetrahydrofuran / 0.5 h / 20 °C

With sodium nitroprusside; sodium hydroxide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1021/jm010414i