3-Azabicyclo[3.2.1]octane-6-carboxylic acid, 6-(acetylamino)-3-[(4-methoxyphenyl)methyl]-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,5R,6S)-

Base Information

Chemical Name:3-Azabicyclo[3.2.1]octane-6-carboxylic acid, 6-(acetylamino)-3-[(4-methoxyphenyl)methyl]-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,5R,6S)-
CAS No.:915957-11-8
Molecular Formula:C34H46N2O4
Molecular Weight:546.75
Hs Code.:

3-Azabicyclo[3.2.1]octane-6-carboxylic acid,
6-(acetylamino)-3-[(4-methoxyphenyl)methyl]-,
(1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester,
(1R,5R,6S)-

Synonyms:

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Chemical Property of 3-Azabicyclo[3.2.1]octane-6-carboxylic acid, 6-(acetylamino)-3-[(4-methoxyphenyl)methyl]-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,5R,6S)-

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Technology Process of 3-Azabicyclo[3.2.1]octane-6-carboxylic acid, 6-(acetylamino)-3-[(4-methoxyphenyl)methyl]-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,5R,6S)-

There total 3 articles about 3-Azabicyclo[3.2.1]octane-6-carboxylic acid, 6-(acetylamino)-3-[(4-methoxyphenyl)methyl]-, (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester, (1R,5R,6S)- 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: 58.0%

: 915957-07-2
(1R,3R,4S)-8-phenylmenthyl (1S,2S,4R)-1-acetylamino-2,4-diformylcyclopentanecarboxylate

: 2393-23-9
4-methoxy-benzylamine

: 915957-11-8
(1R,3R,4S)-8-phenylmenthyl (1R,5R,6R)-6-(acetylamino)-3-(4-methoxybenzyl)-3-azabicyclo[3.2.1]octane-6-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 25 ℃; for 4h;
DOI:10.1021/jo061391o

Reference yield:

: 905733-13-3
(1'R,3'R,4'S)-8'-phenylmenthyl (1R,2S,4R)-2-acetylamino-bicyclo[2.2.1]hept-5-ene-2-carboxylate

: 915957-11-8
(1R,3R,4S)-8-phenylmenthyl (1R,5R,6R)-6-(acetylamino)-3-(4-methoxybenzyl)-3-azabicyclo[3.2.1]octane-6-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / N-methylmorpholine-N-oxide; OsO₄ / acetone; H₂O / 8 h / 20 °C

2: 398 mg / sodium periodate / dioxane; H₂O / 2 h / 20 °C

3: 58 percent / NaBH(OAc)3; AcOH / 1,2-dichloro-ethane / 4 h / 25 °C

With sodium periodate; osmium(VIII) oxide; sodium tris(acetoxy)borohydride; acetic acid; 4-methylmorpholine N-oxide; In 1,4-dioxane; water; 1,2-dichloro-ethane; acetone;
DOI:10.1021/jo061391o

Reference yield:

: 915957-03-8
(1R,3R,4S)-8-phenylmenthyl (1S,2S,4R,5R,6S)-2-acetylamino-5,6-dihydroxybicyclo[2.2.1]heptane-2-carboxylate

: 915957-11-8
(1R,3R,4S)-8-phenylmenthyl (1R,5R,6R)-6-(acetylamino)-3-(4-methoxybenzyl)-3-azabicyclo[3.2.1]octane-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 398 mg / sodium periodate / dioxane; H₂O / 2 h / 20 °C

2: 58 percent / NaBH(OAc)3; AcOH / 1,2-dichloro-ethane / 4 h / 25 °C

With sodium periodate; sodium tris(acetoxy)borohydride; acetic acid; In 1,4-dioxane; water; 1,2-dichloro-ethane;
DOI:10.1021/jo061391o