(S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester

Base Information

Chemical Name:(S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester
CAS No.:546141-60-0
Molecular Formula:C₂₂H₃₁NO₆
Molecular Weight:405.491
Hs Code.:

Synonyms:(S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester

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Chemical Property of (S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester

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Technology Process of (S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester

There total 6 articles about (S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl 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: 50.0%

: 2051-96-9,56777-24-3,74094-05-6
benzyl (R)-Lactate

: 155905-76-3,1034708-26-3
(2S)-1-(tert-butoxycarbonyl)-2-azepanecarboxylic acid

: 546141-60-0
(S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester

Guidance literature:: With dmap; dacarbazine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jm020482k

Reference yield:

: 60274-60-4
1-chloro-5-iodopentane

: 546141-60-0
(S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / [(CH₃)3Si]2NNa; HMPA / tetrahydrofuran / 2.5 h / -78 - 20 °C

2: 87 percent / CF₃CO₂H / CH₂Cl₂ / 4 h / 25 °C

3: 45 percent / K₂CO₃; KI / acetonitrile / 24 h / Heating

4: 96 percent / PdCl₂; H₂ / tetrahydrofuran; ethanol / 20 h / 2585.74 Torr

5: 60 percent / Et₃N / tetrahydrofuran; H₂O / 16 h / 20 °C

6: 50 percent / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; hydrogen; sodium hexamethyldisilazane; potassium carbonate; dacarbazine; triethylamine; trifluoroacetic acid; potassium iodide; palladium dichloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm020482k

Reference yield:

: 66865-37-0
(S)-perhydro-2-azepinecarboxylic acid

: 546141-60-0
(S)-Azepane-1,2-dicarboxylic acid 2-((R)-1-benzyloxycarbonyl-ethyl) ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / Et₃N / tetrahydrofuran; H₂O / 16 h / 20 °C

2: 50 percent / DIC; DMAP / CH₂Cl₂ / 16 h / 20 °C

With dmap; dacarbazine; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm020482k