(S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid

Base Information

Chemical Name:(S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid
CAS No.:1027901-29-6
Molecular Formula:C₃₀H₅₂N₂O₅
Molecular Weight:520.753
Hs Code.:

Synonyms:(S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid

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Chemical Property of (S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid

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Technology Process of (S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid

There total 15 articles about (S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid 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:

: 205385-76-8
(S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid benzyl ester

: 1027901-29-6
(S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid

Guidance literature:: With hydrogen; palladium on activated charcoal;
DOI:10.1248/cpb.45.424

Reference yield:

: 133719-03-6
5-hydroxymethyl-2-nitro-benzoic acid methyl ester

: 1027901-29-6
(S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 14 steps

1: 94 percent / PCC, neutral activity I Al₂O₃ / CH₂Cl₂ / 18 h / 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 40 min, 2.) THF, hexane, 0 deg C, 3.5 h

3: 82 percent / LiBH₄ / tetrahydrofuran / 17 h / 0 - 20 °C

4: NaH / toluene / 2 h / Ambient temperature

5: 77 percent / NaH / dimethylformamide / 16 h / Ambient temperature

6: conc. aq. HCl / acetic acid / 24 h / Heating

7: SOCl₂ / 30 h / Ambient temperature

8: CH₂Cl₂ / 18 h / Ambient temperature

9: 49 percent / LiBH₄ / tetrahydrofuran / 18.5 h / 0 - 20 °C

10: 92 percent / H₂ / 10percent Pd/C / ethanol / 10 h / Ambient temperature

11: 93 percent / acetic anhydride / tetrahydrofuran / 4 h / 20 - 70 °C

12: 99 percent / BH₃ / tetrahydrofuran / 2.5 h / 0 °C

13: 86 percent / 2,6-lutidine / 1,2-dichloro-ethane / 24 h / Heating

14: H₂ / 10percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

With 2,6-dimethylpyridine; hydrogenchloride; aluminum oxide; lithium borohydride; n-butyllithium; thionyl chloride; borane; hydrogen; acetic anhydride; sodium hydride; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm970704s

Reference yield:

: 168965-79-5
5-((Z)-Dec-1-enyl)-2-nitro-benzoic acid methyl ester

: 1027901-29-6
(S)-2-{[2-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-4-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 12 steps

1: 82 percent / LiBH₄ / tetrahydrofuran / 17 h / 0 - 20 °C

2: NaH / toluene / 2 h / Ambient temperature

3: 77 percent / NaH / dimethylformamide / 16 h / Ambient temperature

4: conc. aq. HCl / acetic acid / 24 h / Heating

5: SOCl₂ / 30 h / Ambient temperature

6: CH₂Cl₂ / 18 h / Ambient temperature

7: 49 percent / LiBH₄ / tetrahydrofuran / 18.5 h / 0 - 20 °C

8: 92 percent / H₂ / 10percent Pd/C / ethanol / 10 h / Ambient temperature

9: 93 percent / acetic anhydride / tetrahydrofuran / 4 h / 20 - 70 °C

10: 99 percent / BH₃ / tetrahydrofuran / 2.5 h / 0 °C

11: 86 percent / 2,6-lutidine / 1,2-dichloro-ethane / 24 h / Heating

12: H₂ / 10percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

With 2,6-dimethylpyridine; hydrogenchloride; lithium borohydride; thionyl chloride; borane; hydrogen; acetic anhydride; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm970704s