(S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Base Information

Chemical Name:(S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester
CAS No.:205385-78-0
Molecular Formula:C₃₅H₅₂N₂O₅
Molecular Weight:580.808
Hs Code.:

(S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Synonyms:(S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

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Chemical Property of (S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

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Technology Process of (S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

There total 14 articles about (S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-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: 82.0%

: 205385-77-9
[1-Hydroxymethyl-2-(5,5,8,8-tetramethyl-3-methylamino-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethyl]-carbamic acid tert-butyl ester

: 155137-33-0
benzyl D-2-trifluoromethylsulphonyloxy-3-methylbutanoate

: 205385-78-0
(S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Guidance literature:: With 2,6-dimethylpyridine; In 1,2-dichloro-ethane; for 48h; Heating;
DOI:10.1021/jm970704s

Reference yield:

: 6683-48-3
1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene

: 205385-78-0
(S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 62.1 percent / conc. aq. HNO₃, conc. aq. H₂SO₄ / 4 h / 20 °C

2: 49 percent / N-bromosuccinimide, AIBN, benzyltrimethylammonium tribromide / CCl₄ / 3 h / Heating

3: 90 percent / NaH / dimethylformamide / 2.5 h / Ambient temperature

4: conc. aq. HCl / acetic acid / 14 h / Heating

5: SOCl₂ / 20 h / Ambient temperature

6: CH₂Cl₂ / 18 h / Ambient temperature

7: 100 percent / LiBH₄ / tetrahydrofuran / 19 h / 0 - 20 °C

8: 92 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 760 Torr / Ambient temperature

9: 90 percent / acetic anhydride / tetrahydrofuran / 2 h / 60 - 70 °C

10: 97 percent / BH₃ / tetrahydrofuran / 3 h / 0 °C

11: 82 percent / 2,6-lutidine / 1,2-dichloro-ethane / 48 h / Heating

With 2,6-dimethylpyridine; hydrogenchloride; N-Bromosuccinimide; lithium borohydride; thionyl chloride; benzyltrimethylammonium tribromide; 2,2'-azobis(isobutyronitrile); sulfuric acid; borane; hydrogen; nitric acid; acetic anhydride; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970704s

Reference yield:

: 116233-16-0
1,2,3,4-tetrahydro-1,1,4,4,6-pentamethyl-7-nitronaphthalene

: 205385-78-0
(S)-2-{[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl]-methyl-amino}-3-methyl-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 49 percent / N-bromosuccinimide, AIBN, benzyltrimethylammonium tribromide / CCl₄ / 3 h / Heating

2: 90 percent / NaH / dimethylformamide / 2.5 h / Ambient temperature

3: conc. aq. HCl / acetic acid / 14 h / Heating

4: SOCl₂ / 20 h / Ambient temperature

5: CH₂Cl₂ / 18 h / Ambient temperature

6: 100 percent / LiBH₄ / tetrahydrofuran / 19 h / 0 - 20 °C

7: 92 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 760 Torr / Ambient temperature

8: 90 percent / acetic anhydride / tetrahydrofuran / 2 h / 60 - 70 °C

9: 97 percent / BH₃ / tetrahydrofuran / 3 h / 0 °C

10: 82 percent / 2,6-lutidine / 1,2-dichloro-ethane / 48 h / Heating

With 2,6-dimethylpyridine; hydrogenchloride; N-Bromosuccinimide; lithium borohydride; thionyl chloride; benzyltrimethylammonium tribromide; 2,2'-azobis(isobutyronitrile); borane; hydrogen; acetic anhydride; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970704s