{5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester

Base Information

• Chemical Name: {5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester
• CAS No.: 82599-06-2
• Molecular Formula: C₃₅H₅₆ClNO₈Si
• Molecular Weight: 682.37
• Mol file: 82599-06-2.mol

Synonyms:{5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester

Chemical Property of {5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-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,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester

There total 38 articles about {5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-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:

{5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7,13,13-pentamethoxy-2,10,12-trimethyl-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester (82599-05-1,89920-90-1,89920-91-2,91422-79-6) → {5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester (82599-06-2)

Guidance literature:

With water; acetic acid; In tetrahydrofuran; at -10 ℃; for 48h;

DOI:10.1021/ja00382a065

Reference yield:

(2-Chloro-5-iodomethyl-3-methoxy-phenyl)-methyl-carbamic acid methyl ester (82599-00-6) → {5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester (82599-06-2)

Guidance literature:

Multi-step reaction with 8 steps

2: ozone / -78 °C

3: NaBH₄ / ethanol / 0.5 h / 0 °C

4: PBr₃, LiBr, collidine / diethyl ether; tetrahydrofuran

5: nitromethane

6: t-BuLi / tetrahydrofuran; dimethylformamide / -63 °C

7: 78 percent / tetrahydrofuran / -63 deg C -> room temperature

8: H₂O, AcOH / tetrahydrofuran / 48 h / -10 °C

With 2,3,5-trimethyl-pyridine; sodium tetrahydroborate; water; tert.-butyl lithium; phosphorus tribromide; ozone; acetic acid; lithium bromide; In tetrahydrofuran; diethyl ether; nitromethane; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00382a065

Reference yield:

[2-Chloro-5-((E)-4-hydroxy-2-methyl-but-2-enyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (67705-16-2) → {5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7-trimethoxy-2,10,12-trimethyl-13-oxo-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester (82599-06-2)

Guidance literature:

Multi-step reaction with 5 steps

1: PBr₃, LiBr, collidine / diethyl ether; tetrahydrofuran

2: nitromethane

3: t-BuLi / tetrahydrofuran; dimethylformamide / -63 °C

4: 78 percent / tetrahydrofuran / -63 deg C -> room temperature

5: H₂O, AcOH / tetrahydrofuran / 48 h / -10 °C

With 2,3,5-trimethyl-pyridine; water; tert.-butyl lithium; phosphorus tribromide; acetic acid; lithium bromide; In tetrahydrofuran; diethyl ether; nitromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00382a065

upstream raw materials:

{5-[(2E,4E,11E)-(6R,9S,10S)-9-(tert-Butyl-dimethyl-silanyloxy)-6,7,7,13,13-pentamethoxy-2,10,12-trimethyl-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester

acrolein dimer

(1S,2S,4S,6S)-4-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2-(2-methoxy-ethoxy)-3,7-dioxa-bicyclo[4.1.0]heptane

(E)-(2S,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3,3,9,9-pentamethoxy-6,8-dimethyl-non-7-enal

Downstream raw materials:

(2E,4E,11E,13E)-(6S,7S,10R)-7-(tert-Butyl-dimethyl-silanyloxy)-15-[4-chloro-3-methoxy-5-(methoxycarbonyl-methyl-amino)-phenyl]-9,9,10-trimethoxy-4,6,14-trimethyl-pentadeca-2,4,11,13-tetraenoic acid methyl ester

(2E,9E,11E)-(4S,5S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-(4-chloro-3-methoxy-5-methylamino-phenyl)-7,7,8-trimethoxy-2,4,12-trimethyl-trideca-2,9,11-trien-1-ol

(2R,3S)-3-[(6E,8E)-(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxy)-10-(4-chloro-3-methoxy-5-methylamino-phenyl)-4,4,5-trimethoxy-1,9-dimethyl-deca-6,8-dienyl]-2-methyl-oxirane-2-carbaldehyde

{(2S,3S)-3-[(6E,8E)-(1S,2S,5R)-2-(tert-Butyl-dimethyl-silanyloxy)-10-(4-chloro-3-methoxy-5-methylamino-phenyl)-4,4,5-trimethoxy-1,9-dimethyl-deca-6,8-dienyl]-2-methyl-oxiranyl}-methanol