3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

Base Information

Chemical Name:3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane
CAS No.:114469-35-1
Molecular Formula:C₂₁H₃₄INO₃Si
Molecular Weight:503.496
Hs Code.:

Synonyms:3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

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Chemical Property of 3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

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Technology Process of 3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

There total 1 articles about 3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane 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:

: 75-77-4
chloro-trimethyl-silane

: 1-<1-<(benzyloxycarbonyl)amino>-2-cyclohexyl-(1S)-ethyl>oxirane

: 114469-35-1
3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

Guidance literature:: With sodium iodide; In acetonitrile; at 0 ℃; for 0.666667h;
DOI:10.1021/jm00117a027

Reference yield: 78.0%

: 114469-35-1
3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

: 114469-38-4
3(S)-(Benzyloxycarbonyl)amino-4-cyclohexyl-2(S)-hydroxyl-1-iodobutane

: 114469-37-3
((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-iodo-propyl)-carbamic acid benzyl ester

Guidance literature:: With potassium fluoride; acetic acid; In methanol; for 4h; Ambient temperature;
DOI:10.1021/jm00117a027

Reference yield:

: 114469-35-1
3-<(benzyloxycarbonyl)amino>-4-cyclohexyl-1-iodo-2-<(trimethylsilyl)oxy>-(2R,3S)-butane

: 114469-22-6
(2S,4S,5S)-5-[(S)-2-[(S)-2-Benzyl-3-(2-methyl-propane-2-sulfonyl)-propionylamino]-3-(1H-imidazol-4-yl)-propionylamino]-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid butylamide

Guidance literature:: Multi-step reaction with 9 steps

1: 78 percent / KF, acetic acid / methanol / 4 h / Ambient temperature

2: 95 percent / p-toluenesulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

3: 78 percent / diisopropylamine, n-butyllitium / tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / Ambient temperature

4: 42 percent / potassium tert-butoxide, H₂O / diethyl ether / 18 h / Ambient temperature

5: 1.) hydroxybenzotriazole, dicyclohexylcarbodiimide / 1.) DMF, 0 deg C, 3 d, 2.) 0 deg C, 2 h; room temperature, 24 h

6: 99 percent / hydrogen / 10percent Pd-C / methanol; H₂O / 4 h / 25 °C

7: hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 1.) 0-5 deg C, 6 h, 2.) room temperature, 2 d

8: 4.0 g / 95percent trifluoroacetic acid / 0.5 h / 25 °C

9: 88 percent / hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 1.) 0 deg C, 2 h, 2.) room temperature, 18 h

With potassium fluoride; n-butyllithium; potassium tert-butylate; water; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00117a027