(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

Base Information

Chemical Name:(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid
CAS No.:170707-67-2
Molecular Formula:C₃₉H₅₇NO₉
Molecular Weight:683.883
Hs Code.:

(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

Synonyms:(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

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Chemical Property of (2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

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Technology Process of (2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

There total 25 articles about (2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid 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:

: 170707-66-1
(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid ethyl ester

: 170707-67-2
(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

Guidance literature:: With lithium hydroxide; water; In tetrahydrofuran; methanol;
DOI:10.1021/ja00147a027

Reference yield:

: 170707-60-5
2,5-Dimethoxy-1-nitro-3-[(7E,11E)-(1R,2S,4S,5R,6S,9R,10S)-1,4,5,14-tetramethoxy-9-(4-methoxy-benzyloxy)-2,6,8,10-tetramethyl-tetradeca-7,11-dienyl]-benzene

: 170707-67-2
(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: aq. OsO₄, NMO / 2-methyl-propan-2-ol; tetrahydrofuran / Ambient temperature

2: Pb(OAc)4, K₂CO₃ / benzene / 0.08 h / Ambient temperature

3: 1.) KN(TMS)2, 18-crown-6 ether / 1.) THF, toluene, -78 deg C, 5 min, 2.) THF, toluene, -78 deg C, 3 h

4: 87 percent / DIBAL / tetrahydrofuran / -78 °C

5: 1.) (COCl)2, DMSO, 2.) Et₃N

6: 97 percent / toluene / 12 h / Heating

7: 99 percent / NaBH₂S₃ / tetrahydrofuran / 5 h / Heating

8: aq. LiOH / methanol; tetrahydrofuran / 48 h / Ambient temperature

With lead(IV) acetate; lithium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; 18-crown-6 ether; NaBH₂S₃; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; toluene; tert-butyl alcohol; benzene;
DOI:10.1021/ja974318b

Reference yield:

: 170707-62-7
(2Z,6E)-(4S,5R,8S,9R,10S,12S,13R)-13-(2,5-Dimethoxy-3-nitro-phenyl)-9,10,13-trimethoxy-5-(4-methoxy-benzyloxy)-4,6,8,12-tetramethyl-trideca-2,6-dienoic acid methyl ester

: 170707-67-2
(2E,4Z,8E)-(6S,7R,10S,11R,12S,14S,15R)-15-(3-Amino-2,5-dimethoxy-phenyl)-11,12,15-trimethoxy-7-(4-methoxy-benzyloxy)-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / DIBAL / tetrahydrofuran / -78 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N

3: 97 percent / toluene / 12 h / Heating

4: 99 percent / NaBH₂S₃ / tetrahydrofuran / 5 h / Heating

5: aq. LiOH / methanol; tetrahydrofuran / 48 h / Ambient temperature

With lithium hydroxide; oxalyl dichloride; NaBH₂S₃; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/ja974318b