(E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester

Base Information

• Chemical Name: (E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester
• CAS No.: 486394-75-6
• Molecular Formula: C₂₇H₄₂O₆Si
• Molecular Weight: 490.712

Synonyms:(E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester

Chemical Property of (E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester

There total 11 articles about (E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl 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: 100.0%

t-butyldimethylsiyl triflate (69739-34-0) + (E)-4-((2R,4aR,6S,7R,9aS)-7-Hydroxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-2-methyl-but-2-enoic acid ethyl ester (486394-74-5) → (E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester (486394-75-6)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/ja028167a

Reference yield:

(3aS,4aR,7R,8aS,10aR)-7-Phenyl-octahydro-1,4,6,8-tetraoxa-benzo[f]azulen-2-ol → (E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester (486394-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.93 g / toluene / 20 - 80 °C

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; In dichloromethane; toluene; 1: Wittig reaction;

DOI:10.1021/ja028167a

Reference yield:

(carbethoxyethylidene)triphenylphosphorane (21382-82-1) → (E)-4-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl]-2-methyl-but-2-enoic acid ethyl ester (486394-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.93 g / toluene / 20 - 80 °C

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; In dichloromethane; toluene; 1: Wittig reaction;

DOI:10.1021/ja028167a

upstream raw materials:

t-butyldimethylsiyl triflate

(E)-4-((2R,4aR,6S,7R,9aS)-7-Hydroxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-2-methyl-but-2-enoic acid ethyl ester

(carbethoxyethylidene)triphenylphosphorane

2-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-ethanol

Downstream raw materials:

(E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-2,2,9,10a-Tetramethyl-9-trimethylsilanyloxy-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

(E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Hydroxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

{(2R,3R)-3-[(2R,4aR,6S,7R,9aS)-7-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-ylmethyl]-2-methyl-oxiranyl}-methanol

tert-Butyl-dimethyl-[(2R,4aR,6S,7R,9aS)-6-((2R,3R)-3-methyl-3-vinyl-oxiranylmethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-yloxy]-silane

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