methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate

Base Information

Chemical Name:methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate
CAS No.:113828-84-5
Molecular Formula:C₂₀H₂₇NO₄
Molecular Weight:345.439
Hs Code.:

Synonyms:

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Chemical Property of methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate

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Technology Process of methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate

There total 2 articles about methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate 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:

: 88738-78-7
bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

: 105852-47-9
2-<(benzyloxycarbonyl)amino>-3-cyclohexyl-(2S)-propionaldehyde

: 113828-84-5
methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate

Guidance literature:: With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1h; Yield given;
DOI:10.1248/cpb.42.2164

Reference yield:

: 118388-23-1
N',O-dimethyl-N-benzyloxycarbonyl-L-cyclohexylalanine hydroxamate

: 113828-84-5
methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

2: potassium bis(trimethylsilyl)amide, 18-crown-6 / tetrahydrofuran; toluene / 1 h / -78 °C

With lithium aluminium tetrahydride; 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1248/cpb.42.2164

Reference yield:

: 113828-84-5
methyl cis-(4S)-(N-benzyloxycarbonyl)amino-5-cyclohexyl-2-pentenate

: 133378-94-6
(2S,3R,4S)-4-N-tert-Butoxycarbonylamino-5-cyclohexyl-1-morpholin-4-yl-2,3-pentanediol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BF₃*Et₂O, 2.) diisobutylaluminum hydride / 1.) CH₂Cl₂, -78 deg C, 40 min, 2.) CH₂Cl₂, toluene, -78 deg C, 1.2 h

2: 92 percent / pyridine, N,N-dimethylaminopyridine / Ambient temperature

3: 96.6 percent / iodine / acetonitrile / Ambient temperature

4: 96.7 percent / MeONa / tetrahydrofuran / 1.83 h / 0 °C

5: 100 percent / ethanol / 1 h / Heating

6: 99.7 percent / LiOH / ethanol; H₂O / 5 h / Heating

7: 71.5 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; dmap; lithium hydroxide; boron trifluoride diethyl etherate; iodine; sodium methylate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.42.2164