[5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

Base Information

• Chemical Name: [5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester
• CAS No.: 141206-98-6
• Molecular Formula: C₄₆H₈₀ClNO₈S₂Si₂
• Molecular Weight: 930.899
• Mol file: 141206-98-6.mol

Synonyms:[5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

Chemical Property of [5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

There total 33 articles about [5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl 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: 99.0%

[5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-hydroxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (141206-97-5,141270-98-6) + methyl iodide (74-88-4) → [5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (141206-98-6)

Guidance literature:

With silver(l) oxide; In ethyl acetate; at 60 ℃; for 1.5h;

DOI:10.1016/S0040-4020(01)88513-6

Reference yield:

acrylaldehyde diethyl acetal (3054-95-3) → [5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (141206-98-6)

Guidance literature:

Multi-step reaction with 13 steps

1: 1.) BH₃*SMe₂, 2.) 3N aq. NaOH, 30percent H₂O₂ / 1.) THF, 0 deg C up to rt, 2.) 40 deg C, 16 h

2: 60 percent / pyridinium dichromate (PDC), molecular sieves (3 A) / CH₂Cl₂ / Ambient temperature

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) up to rt

4: dimethylaminoethanol / toluene / 12 h / 70 °C

5: 61 percent / NaOMe / methanol / 2 h / Heating

6: 95 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

7: 1.) n-BuLi, HMPA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, rt, 24 h

8: Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

9: LiAlH₄ / tetrahydrofuran / Heating

10: 90 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

11: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 2.5 h, 2.) -50 deg C, 30 min

12: 1.) LDA, 2.) NaHCO₃ / 1.a) DME, -78 deg C, 30 min, b) up to -5 deg C, 3 h, 2.) benzene, reflux

13: 99 percent / Ag₂O / ethyl acetate / 1.5 h / 60 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; 1-Dimethylamino-ethanol; dimethylsulfide borane complex; 3 A molecular sieve; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium methylate; sodium hydrogencarbonate; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)88513-6

Reference yield:

3,3-diethoxypropan-1-ol (16777-87-0) → [5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (141206-98-6)

Guidance literature:

Multi-step reaction with 12 steps

1: 60 percent / pyridinium dichromate (PDC), molecular sieves (3 A) / CH₂Cl₂ / Ambient temperature

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) up to rt

3: dimethylaminoethanol / toluene / 12 h / 70 °C

4: 61 percent / NaOMe / methanol / 2 h / Heating

5: 95 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

6: 1.) n-BuLi, HMPA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, rt, 24 h

7: Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

8: LiAlH₄ / tetrahydrofuran / Heating

9: 90 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

10: 1.) n-BuLi / 1.) THF, hexane, -20 deg C, 2.5 h, 2.) -50 deg C, 30 min

11: 1.) LDA, 2.) NaHCO₃ / 1.a) DME, -78 deg C, 30 min, b) up to -5 deg C, 3 h, 2.) benzene, reflux

12: 99 percent / Ag₂O / ethyl acetate / 1.5 h / 60 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; 1-Dimethylamino-ethanol; 3 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; sodium hydrogencarbonate; silver(l) oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)88513-6

upstream raw materials:

[5-((2E,4E)-(R)-6-{2-[(E)-(2R,6S)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-8,8-diethoxy-oct-4-enyl]-[1,3]dithian-2-yl}-6-hydroxy-2-methyl-hexa-2,4-dienyl)-2-chloro-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

methyl iodide

3,3-diethoxypropan-1-ol

acrylaldehyde diethyl acetal

Refernces