2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-(phenylmethyl)-, (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,3R,4S)-

Base Information

Chemical Name:2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-(phenylmethyl)-, (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,3R,4S)-
CAS No.:849113-74-2
Molecular Formula:C30H37NO2
Molecular Weight:443.629
Hs Code.:

2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-(phenylmethyl)-,
(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester,
(1R,3R,4S)-

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Chemical Property of 2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-(phenylmethyl)-, (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,3R,4S)-

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Technology Process of 2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-(phenylmethyl)-, (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,3R,4S)-

There total 5 articles about 2-Azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid, 2-(phenylmethyl)-, (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,3R,4S)- 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: 70.0%

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 100-46-9
benzylamine

: 849113-77-5
(+)-(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl glyoxylate

: 849113-74-2
(1R,3R,4S)-2-Benzyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: benzylamine; (+)-(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl glyoxylate; With 3 A molecular sieve; In dichloromethane; at 0 ℃;

cyclopenta-1,3-diene; With boron trifluoride diethyl etherate; trifluoroacetic acid; In dichloromethane; at -78 ℃; for 6h;
DOI:10.1055/s-2004-836068

Reference yield:

: 97371-54-5
(-)-(2S,5R)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexanon

: 849113-74-2
(1R,3R,4S)-2-Benzyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: L-Selectride

2.1: 89 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

3.1: aq. OsO₄ / dioxane / 0.08 h / 20 °C

4.1: 2.31 g / aq. NaIO₄ / dioxane / 2 h / 20 °C

5.1: 3 Angstroem molecular sieves / CH₂Cl₂ / 0 °C

5.2: 70 percent / TFA; BF₃*OEt₂ / CH₂Cl₂ / 6 h / -78 °C

With dmap; sodium periodate; osmium(VIII) oxide; 3 A molecular sieve; L-Selectride; triethylamine; In 1,4-dioxane; dichloromethane; 5.2: aza-Diels-Alder reaction;
DOI:10.1055/s-2004-836068

Reference yield:

: 104870-75-9
(1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexan-1-ol

: 849113-74-2
(1R,3R,4S)-2-Benzyl-2-aza-bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

2.1: aq. OsO₄ / dioxane / 0.08 h / 20 °C

3.1: 2.31 g / aq. NaIO₄ / dioxane / 2 h / 20 °C

4.1: 3 Angstroem molecular sieves / CH₂Cl₂ / 0 °C

4.2: 70 percent / TFA; BF₃*OEt₂ / CH₂Cl₂ / 6 h / -78 °C

With dmap; sodium periodate; osmium(VIII) oxide; 3 A molecular sieve; triethylamine; In 1,4-dioxane; dichloromethane; 4.2: aza-Diels-Alder reaction;
DOI:10.1055/s-2004-836068