{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

Base Information

Chemical Name:{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
CAS No.:82599-05-1
Molecular Formula:C₃₇H₆₂ClNO₉Si
Molecular Weight:728.439
Hs Code.:

{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

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Chemical Property of {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

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Technology Process of {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

There total 35 articles about {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 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: 78.0%

: 82614-14-0
(E)-(2S,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3,3,9,9-pentamethoxy-6,8-dimethyl-non-7-enal

: 82599-04-0
{2-Chloro-3-methoxy-5-[(E)-2-methyl-4-(triphenyl-λ⁵-phosphanylidene)-but-2-enyl]-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)-6,7,7,13,13-pentamethoxy-2,10,12-trimethyl-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester

Guidance literature:: In tetrahydrofuran; -63 deg C -> room temperature;
DOI:10.1021/ja00382a065

Reference yield: 78.0%

: 82614-14-0
(E)-(2S,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,3,3,9,9-pentamethoxy-6,8-dimethyl-non-7-enal

: 82599-04-0
{2-Chloro-3-methoxy-5-[(E)-2-methyl-4-(triphenyl-λ⁵-phosphanylidene)-but-2-enyl]-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)-6,7,7,13,13-pentamethoxy-2,10,12-trimethyl-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester

Guidance literature:: In tetrahydrofuran; N,N-dimethyl-formamide; pentane; for 17h;
DOI:10.1021/jo00193a015

Reference yield:

: 82599-00-6
(2-Chloro-5-iodomethyl-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)-6,7,7,13,13-pentamethoxy-2,10,12-trimethyl-trideca-2,4,11-trienyl]-2-chloro-3-methoxy-phenyl}-methyl-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 7 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

With 2,3,5-trimethyl-pyridine; sodium tetrahydroborate; tert.-butyl lithium; phosphorus tribromide; ozone; lithium bromide; In tetrahydrofuran; diethyl ether; nitromethane; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00382a065