tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

Base Information

Chemical Name:tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate
CAS No.:852052-43-8
Molecular Formula:C₂₈H₃₇NO₄
Molecular Weight:451.606
Hs Code.:

Synonyms:tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

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Chemical Property of tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

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Technology Process of tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

There total 5 articles about tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate 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:

: 852052-42-7
tert-butyl (1R,2S,6S,αS)-2-hydroxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

: 108-24-7
acetic anhydride

: 852052-43-8
tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1039/b500223k

Reference yield:

: 17480-69-2
(S)-N-benzyl-1-phenylethylamine

: 852052-43-8
tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 82 percent / tetrahydrofuran / 2 h / -78 °C

2.1: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.33 h / -78 - 20 °C

3.1: 94 percent / pyridine; DMAP / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2.1: Swern oxidation;
DOI:10.1039/b500223k

Reference yield:

: 117471-84-8
1,1-dimethylethyl (E)-7-hydroxyhept-2-enoate

: 852052-43-8
tert-butyl (1R,2S,6S,αS)-2-acetoxy-6-N-benzyl-N-(α-methylbenzylamino)cyclohexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 82 percent / tetrahydrofuran / 2 h / -78 °C

2.1: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.33 h / -78 - 20 °C

3.1: 94 percent / pyridine; DMAP / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2.1: Swern oxidation;
DOI:10.1039/b500223k