(R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

Base Information

Chemical Name:(R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester
CAS No.:343775-77-9
Molecular Formula:C₂₈H₃₇NO₅
Molecular Weight:467.605
Hs Code.:

Synonyms:(R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

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Chemical Property of (R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

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Technology Process of (R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

There total 10 articles about (R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-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: 96.0%

: 67-56-1
methanol

: 343775-76-8
(3R,3aR,6R)-7-Benzyloxy-3,6,9-trimethyl-2-oxo-2,3,3a,4,5,6-hexahydro-1-aza-phenalene-1-carboxylic acid tert-butyl ester

: 343775-77-9
(R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

Guidance literature:: With potassium carbonate; at 20 ℃; for 1h;
DOI:10.1021/ja010221k

Reference yield:

: 343775-72-4
(3E,5E)-(R)-2-methyl-hepta-3,5-dienoic acid

: 343775-77-9
(R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / DCC; HOBt / tetrahydrofuran / 20 °C

2: Pb(OAc)4 / ethyl acetate / 20 °C

3: 100 percent / H₂ / Pd/C / methanol / 6 h / 20 °C / 760.05 Torr

4: 63 percent / K₂CO₃ / acetone / 24 h / Heating

5: 99 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / Heating

6: 96 percent / potassium carbonate / 1 h / 20 °C

With lead(IV) acetate; dmap; hydrogen; potassium carbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetone; 2: Diels-Alder reaction;
DOI:10.1021/ja010221k

Reference yield:

: (R)-tert-butyl-dimethyl-(2-methyl-hepta-3,5-dienyloxy)-silane

: 343775-77-9
(R)-2-((1R,4R)-5-Benzyloxy-8-tert-butoxycarbonylamino-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: 50 percent / chromium trioxide; conc. sulfuric acid / acetone; H₂O / 2 h / -10 °C

3: 84 percent / DCC; HOBt / tetrahydrofuran / 20 °C

4: Pb(OAc)4 / ethyl acetate / 20 °C

5: 100 percent / H₂ / Pd/C / methanol / 6 h / 20 °C / 760.05 Torr

6: 63 percent / K₂CO₃ / acetone / 24 h / Heating

7: 99 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / Heating

8: 96 percent / potassium carbonate / 1 h / 20 °C

With chromium(VI) oxide; lead(IV) acetate; dmap; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone; 4: Diels-Alder reaction;
DOI:10.1021/ja010221k