Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester

Base Information

Chemical Name:Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester
CAS No.:623926-54-5
Molecular Formula:C₄₁H₅₉NO₇
Molecular Weight:677.922
Hs Code.:

Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester

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Chemical Property of Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester

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Technology Process of Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester

There total 17 articles about Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl 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:

: Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-15-(tetrahydro-pyran-2-yloxy)-pentadeca-6,11-dienyl ester

: 623926-54-5
Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 55 ℃; for 8h;
DOI:10.1016/S0968-0896(03)00186-X

Reference yield:

: 106296-58-6
(2S,3S,4S)-(1-tert-butyldimethylsilanyloxy)-2,4-dimethylhex-5-en-3-ol

: 623926-54-5
Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 89 percent / NaH / tetrahydrofuran; dimethylformamide / 48 h / 20 °C

2.1: ozone; pyridine / CH₂Cl₂; methanol / -78 °C

2.2: dimethyl sulfide / CH₂Cl₂; methanol / -78 - 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.83 h / 20 °C

3.2: 0.55 g / tetrahydrofuran / -78 - 20 °C

4.1: 89 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

6.1: NaHMDS / tetrahydrofuran / 0.75 h / 20 °C

6.2: tetrahydrofuran / -78 - 20 °C

7.1: 84 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

8.1: CH₂Cl₂ / 0.5 h / 20 °C

9.1: alumina Brockmann I neutral / CH₂Cl₂ / 6 h / 20 °C

10.1: PPTS / ethanol / 8 h / 55 °C

With pyridine; aluminum oxide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; Dess-Martin periodane; ozone; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 3.2: Wittig reaction / 5.1: Dess-Martin oxidation / 6.2: Wittig reaction;
DOI:10.1016/S0968-0896(03)00186-X

Reference yield:

: 184291-95-0
(2S,3S,4S)-1-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyl hex-5-ene

: 623926-54-5
Carbamic acid (6Z,11Z)-(1S,2S,3S,8S,9S,10S)-15-hydroxy-3,9-bis-(4-methoxy-benzyloxy)-2,8,10-trimethyl-1-((Z)-(S)-1-methyl-penta-2,4-dienyl)-pentadeca-6,11-dienyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: ozone; pyridine / CH₂Cl₂; methanol / -78 °C

1.2: dimethyl sulfide / CH₂Cl₂; methanol / -78 - 20 °C

2.1: NaHMDS / tetrahydrofuran / 0.83 h / 20 °C

2.2: 0.55 g / tetrahydrofuran / -78 - 20 °C

3.1: 89 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: NaHMDS / tetrahydrofuran / 0.75 h / 20 °C

5.2: tetrahydrofuran / -78 - 20 °C

6.1: 84 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

7.1: CH₂Cl₂ / 0.5 h / 20 °C

8.1: alumina Brockmann I neutral / CH₂Cl₂ / 6 h / 20 °C

9.1: PPTS / ethanol / 8 h / 55 °C

With pyridine; aluminum oxide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; Dess-Martin periodane; ozone; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2.2: Wittig reaction / 4.1: Dess-Martin oxidation / 5.2: Wittig reaction;
DOI:10.1016/S0968-0896(03)00186-X