Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester

Base Information

Chemical Name:Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester
CAS No.:623926-65-8
Molecular Formula:C₄₆H₆₇NO₈
Molecular Weight:762.04
Hs Code.:

Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester

Synonyms:Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester

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Chemical Property of Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester

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Technology Process of Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester

There total 24 articles about Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-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: 89.0%

: (2,2,2-Trichloro-acetyl)-carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester

: 623926-65-8
Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-dienyl ester

Guidance literature:: With aluminum oxide; In dichloromethane; at 20 ℃; for 6h;
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

: 623926-65-8
Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-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: 92 percent / I₂; PPh₃; imidazole / benzene; diethyl ether

6.1: 75 percent / benzene / 80 °C

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

7.2: tetrahydrofuran / -78 - 20 °C

8.1: 81 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

9.1: CH₂Cl₂ / 0.5 h / 20 °C

10.1: 89 percent / alumina Brockmann I neutral / CH₂Cl₂ / 6 h / 20 °C

With pyridine; 1H-imidazole; aluminum oxide; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; sodium hydride; ozone; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 3.2: Wittig reaction / 7.2: 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

: 623926-65-8
Carbamic acid (4Z,9Z)-(1R,6S,7S,8S)-7-(4-methoxy-benzyloxy)-1-[(Z)-(1S,2S,3S)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-hepta-4,6-dienyl]-6,8-dimethyl-13-(tetrahydro-pyran-2-yloxy)-trideca-4,9-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: 92 percent / I₂; PPh₃; imidazole / benzene; diethyl ether

5.1: 75 percent / benzene / 80 °C

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

6.2: tetrahydrofuran / -78 - 20 °C

7.1: 81 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

8.1: CH₂Cl₂ / 0.5 h / 20 °C

9.1: 89 percent / alumina Brockmann I neutral / CH₂Cl₂ / 6 h / 20 °C

With pyridine; 1H-imidazole; aluminum oxide; tetrabutyl ammonium fluoride; iodine; sodium hexamethyldisilazane; ozone; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene; 2.2: Wittig reaction / 6.2: Wittig reaction;
DOI:10.1016/S0968-0896(03)00186-X