methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate

Base Information

• Chemical Name: methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate
• CAS No.: 1095866-42-4
• Molecular Formula: C₂₀H₃₁NO₂Si
• Molecular Weight: 345.557

Synonyms:methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate

Chemical Property of methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate

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Technology Process of methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate

There total 1 articles about methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate 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: 57.0%

pentanal (110-62-3) + S-methyl 3-(dimethyl(phenyl)silyl)hexa-3,4-dienoate → methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate (1095866-42-4)

Guidance literature:

With tert-butyl carbazate; boron trifluoride diethyl etherate; In propiononitrile; at -78 - -40 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol802618p

Reference yield: 79.0%

methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate (1095866-42-4) → 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)ethanol (1095866-72-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

DOI:10.1021/ol802618p

Reference yield:

methyl 2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)acetate (1095866-42-4) + methyl chloroformate (79-22-1) → (2R,3S)-methyl 2-butyl-4-(dimethyl(phenyl)silyl)-5-(2-methoxy-2-oxoethyl)-3-methyl-2,3-dihydro-1H-pyrrole-1-carboxylate (1095866-94-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol802618p

upstream raw materials:

pentanal

Downstream raw materials:

2-((4S,5R)-5-butyl-3-(dimethyl(phenyl)silyl)-4-methyl-4,5-dihydro-1H-pyrrol-2-yl)ethanol

(2R,3S)-methyl 2-butyl-4-(dimethyl(phenyl)silyl)-5-(2-methoxy-2-oxoethyl)-3-methyl-2,3-dihydro-1H-pyrrole-1-carboxylate

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