tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate

Base Information

Chemical Name:tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate
CAS No.:1401088-92-3
Molecular Formula:C₁₉H₂₉NO₂
Molecular Weight:303.445
Hs Code.:

Synonyms:tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate

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Chemical Property of tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate

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Technology Process of tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate

There total 3 articles about tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate 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:

: C₂₅H₃₂N₂O₄S

: 1401088-92-3
tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate

Guidance literature:: With triethyl borane; 2-methylpropan-2-thiol; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1.5h; Darkness;
DOI:10.1021/jo301693d

Reference yield:

: 51871-62-6
(S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid

: 1401088-92-3
tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: Novozym 435, an immobilized Candida antarctica lipase (6 weight percent) / 24 h / 20 °C / Enzymatic reaction

1.2: 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Schlenk technique; Inert atmosphere

2.2: 3 h / -78 - 60 °C / Schlenk technique; Inert atmosphere

3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0 - 20 °C / Darkness

4.1: 2-methylpropan-2-thiol; triethyl borane / tetrahydrofuran; hexane / 1.5 h / 0 - 20 °C / Darkness

With dmap; n-butyllithium; triethyl borane; 2-methylpropan-2-thiol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; 2.2: |Claisen-Ireland Rearrangement / 4.1: |Barton Decarboxylation;
DOI:10.1021/jo301693d

Reference yield:

: 1401088-84-3
(S,E)-pent-3-en-2-yl (S)-3-(tert-butoxycarbonylamino)-4-phenylbutanoate

: 1401088-92-3
tert-butyl [(2R,4S,E)-4-methyl-1-phenylhept-5-en-2-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Schlenk technique; Inert atmosphere

1.2: 3 h / -78 - 60 °C / Schlenk technique; Inert atmosphere

2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0 - 20 °C / Darkness

3.1: 2-methylpropan-2-thiol; triethyl borane / tetrahydrofuran; hexane / 1.5 h / 0 - 20 °C / Darkness

With dmap; n-butyllithium; triethyl borane; 2-methylpropan-2-thiol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; 1.2: |Claisen-Ireland Rearrangement / 3.1: |Barton Decarboxylation;
DOI:10.1021/jo301693d