(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester
CAS No.:923956-64-3
Molecular Formula:C₁₉H₂₈N₂O₂
Molecular Weight:316.444
Hs Code.:

Synonyms:(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

Suppliers and Price of (1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:: 98%min ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

There total 8 articles about (1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid 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: 42.0%

: 848591-75-3
4-hydroxymethyl-3-((1R)-1-phenyl-ethylamino)-piperidine-1-carboxylic acid tert-butyl ester

: 923956-64-3
(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

: 923956-65-4
(1R,6S)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

Guidance literature:: 4-hydroxymethyl-3-((1R)-1-phenyl-ethylamino)-piperidine-1-carboxylic acid tert-butyl ester; With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

With caesium carbonate; In tetrahydrofuran; at 60 ℃; for 16h;

Reference yield: 42.0%

: (3SR,4SR)-4-hydroxymethyl-3-[(1R)-1-phenyl-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester

: 923956-64-3
(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

: 923956-65-4
(1R,6S)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

Guidance literature:: (3SR,4SR)-4-hydroxymethyl-3-[(1R)-1-phenyl-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester; With methanesulfonyl chloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

With caesium carbonate; In tetrahydrofuran; at 60 ℃; for 16h;
DOI:10.1021/jm060846z

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 923956-64-3
(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N; H₂ / Pd(OH)2/C / ethanol; H₂O / 0.42 h / 3102.89 Torr

2: toluene / 36 h / Heating

3: NaBH(OAc)3; acetic acid / toluene / 16 h / 20 °C

4: LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

5: pyridine / CH₂Cl₂

With pyridine; lithium aluminium tetrahydride; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1021/jm060846z