cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

Base Information

Chemical Name:cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]
CAS No.:892397-12-5
Molecular Formula:C₃₃H₄₆N₆O₇
Molecular Weight:638.764
Hs Code.:

Synonyms:cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

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Chemical Property of cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

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Technology Process of cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

There total 14 articles about cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)] 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: 87.0%

: 892397-11-4
cyclo[γ-phenyl-allo-homoThr(TBDPS)-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

: 892397-12-5
cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/ol060677c

Reference yield:

: 267653-10-1
(4R,5R)-2-((S)-1-Benzyloxycarbonylamino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

: 892397-12-5
cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaOH / methanol; H₂O / 1.5 h / 20 °C

1.2: 47 percent / DIPEA; diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 48 h / 20 °C

2.1: H₂ / Pd(OH)2/C / methanol

3.1: NaOH / methanol; H₂O / 2 h / 20 °C

3.2: 80 percent / DIPEA; diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 48 h / 20 °C

4.1: H₂ / Pd(OH)2/C / methanol / 1.5 h / 760 Torr

5.1: NaOH / methanol; H₂O / 2 h / 20 °C

5.2: 0.589 g / NaHCO₃; diphenylphosphoryl azide / dimethylformamide / 72 h / 0 - 20 °C

6.1: 87 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

With sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1021/ol060677c

Reference yield:

: 892397-21-6
(4R,5R)-2-((S)-1-Amino-2-methyl-propyl)-5-methyl-4,5-dihydro-oxazole-4-carboxylic acid methyl ester

: 892397-12-5
cyclo[γ-phenyl-allo-homoThr-D-Thr(oxaz)-Val-D-Thr(oxaz)-Val-D-Thr(oxaz)]

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaOH / methanol; H₂O / 1.5 h / 20 °C

1.2: 47 percent / DIPEA; diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 48 h / 20 °C

2.1: H₂ / Pd(OH)2/C / methanol

3.1: NaOH / methanol; H₂O / 2 h / 20 °C

3.2: 80 percent / DIPEA; diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 48 h / 20 °C

4.1: H₂ / Pd(OH)2/C / methanol / 1.5 h / 760 Torr

5.1: NaOH / methanol; H₂O / 2 h / 20 °C

5.2: 0.589 g / NaHCO₃; diphenylphosphoryl azide / dimethylformamide / 72 h / 0 - 20 °C

6.1: 87 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

With sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; palladium dihydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1021/ol060677c