(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester

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Chemical Name:(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester
CAS No.:852527-09-4
Molecular Formula:C₃₀H₃₈N₂O₅
Molecular Weight:506.642
Hs Code.:

Synonyms:(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester

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Chemical Property of (S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester

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Technology Process of (S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester

There total 10 articles about (S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl 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: 79.0%

: 852527-08-3
[2-(1-amino-naphthalen-2-yl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

: 131423-64-8
benzyl (R)-4-methyl-2-(trifluoromethylsulfonyloxy)pentanoate

: 852527-09-4
(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester

Guidance literature:: With 2,6-dimethylpyridine; In 1,2-dichloro-ethane; for 17h; Heating;
DOI:10.1021/ja050447d

Reference yield:

: 339015-80-4
Dimethyl-[(E)-2-(1-nitro-naphthalen-2-yl)-vinyl]-amine

: 852527-09-4
(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 4.02 g / camphor sulfonic acid / 3 h / Heating

2.1: 100 percent / aq. TFA / CHCl₃ / 6 h / 20 - 40 °C

3.1: methanol / 0.5 h / 40 °C

3.2: 92 percent / methanol / 1.5 h / 40 °C

4.1: 94 percent / HCl / 24 h / 20 °C

5.1: 89 percent / LiBH₄ / tetrahydrofuran / 3.5 h / 0 - 20 °C

6.1: 100 percent / H₂ / Pd/C / methanol / 7 h / 20 °C / 760 Torr

7.1: H₂ / Pd/C / methanol / 64 h / 20 °C / 760 Torr

8.1: 293 mg / Et₃N / dioxane; H₂O / 1.5 h / 0 °C

9.1: 79 percent / 2,6-lutidine / 1,2-dichloro-ethane / 17 h / Heating

With 2,6-dimethylpyridine; hydrogenchloride; lithium borohydride; camphor-10-sulfonic acid; hydrogen; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; 1,2-dichloro-ethane;
DOI:10.1021/ja050447d

Reference yield:

: 852527-06-1
(S)-2-((R)-2-Hydroxy-1-phenyl-ethylamino)-3-(1-nitro-naphthalen-2-yl)-propionic acid methyl ester

: 852527-09-4
(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-naphthalen-1-ylamino]-3-methyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / LiBH₄ / tetrahydrofuran / 3.5 h / 0 - 20 °C

2: 100 percent / H₂ / Pd/C / methanol / 7 h / 20 °C / 760 Torr

3: H₂ / Pd/C / methanol / 64 h / 20 °C / 760 Torr

4: 293 mg / Et₃N / dioxane; H₂O / 1.5 h / 0 °C

5: 79 percent / 2,6-lutidine / 1,2-dichloro-ethane / 17 h / Heating

With 2,6-dimethylpyridine; lithium borohydride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1,2-dichloro-ethane;
DOI:10.1021/ja050447d