(2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester

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Chemical Name:(2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester
CAS No.:185377-70-2
Molecular Formula:C₂₆H₄₇NO₅
Molecular Weight:453.663
Hs Code.:

Synonyms:(2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester

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Chemical Property of (2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester

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Technology Process of (2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester

There total 1 articles about (2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic 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:

: 89321-71-1
(2S,3S)-3-propyl-2-oxiranemethanol

: 185377-70-2
(2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / PPh₃, CCl₄, NaHCO₃ / 3 h / Heating

2: 70 percent / LiNH₂ / tetrahydrofuran / 6 h / -30 °C

3: 65 percent / NaNH₂, diaminopropane / 2 h / 80 °C

4: 1.) EtMgBr, 2.) CuCl / 1.) THF, 2.) THF

5: 86 percent / H₂ / Pd/CaCO₃ / methanol / 3 h

6: NEt₃ / CH₂Cl₂ / 3 h / 0 °C

7: 8 h / 80 °C

8: 75 percent / NEt₃ / CH₂Cl₂ / 3 h / Ambient temperature

With tetrachloromethane; lithium amide; ethylmagnesium bromide; hydrogen; sodium hydrogencarbonate; sodium amide; Trimethylenediamine; triethylamine; triphenylphosphine; copper(l) chloride; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0040-4039(96)01960-0

Reference yield:

: 185377-70-2
(2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester

: C₃₅H₃₉Cl₆NO₇

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

2: 82 percent / PPTS / ethanol / 4 h / Heating

3: PCC, celite / CH₂Cl₂ / 3 h

4: Ag₂O, NaOH, H₂O / ethanol / 4 h / Ambient temperature

5: NEt₃ / tetrahydrofuran / 2 h / Ambient temperature

With dmap; sodium hydroxide; Celite; water; pyridinium p-toluenesulfonate; triethylamine; pyridinium chlorochromate; silver(l) oxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/0040-4039(96)01960-0

Reference yield:

: 185377-70-2
(2-Hydroxy-ethyl)-[(3Z,6Z)-(R)-1-propyl-11-(tetrahydro-pyran-2-yloxy)-undeca-3,6-dienyl]-carbamic acid tert-butyl ester

: 147363-83-5
(7Z,10Z)-(R)-5-Propyl-1-oxa-4-aza-cyclopentadeca-7,10-dien-15-one

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / DMAP / CH₂Cl₂ / 1 h / Ambient temperature

2: 82 percent / PPTS / ethanol / 4 h / Heating

3: PCC, celite / CH₂Cl₂ / 3 h

4: Ag₂O, NaOH, H₂O / ethanol / 4 h / Ambient temperature

5: NEt₃ / tetrahydrofuran / 2 h / Ambient temperature

6: 78 percent / DMAP / toluene / 12 h / 90 °C

7: 90 percent / TFA / 0.25 h / Ambient temperature

With dmap; sodium hydroxide; Celite; water; pyridinium p-toluenesulfonate; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; silver(l) oxide; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/0040-4039(96)01960-0