(1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate

Base Information

Chemical Name:(1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate
CAS No.:1350707-77-5
Molecular Formula:C₁₇H₂₄O₃
Molecular Weight:276.376
Hs Code.:

Synonyms:(1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate

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Chemical Property of (1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate

Chemical Property:

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Technology Process of (1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate

There total 5 articles about (1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate 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: 94.0%

: 1350707-55-9
tert-butyl (1R,2S)-2-formyl-2-methyl-1-o-tolylcyclopropanecarboxylate

: 1350707-77-5
(1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate

Guidance literature:: With sodium tetrahydroborate; In methanol; at -78 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ja209270e

Reference yield:

: 95-46-5
2-methylphenyl bromide

: 1350707-77-5
(1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: tri-tert-butyl phosphine; lithium hexamethyldisilazane; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 0 - 20 °C / Inert atmosphere

2: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 20 °C / Inert atmosphere

3: CHF₃O₃S*C₃₁H₃₂BNO / propiononitrile / 6 h / -78 - -45 °C / Inert atmosphere

4: sodium tetrahydroborate / methanol / 4 h / -78 °C / Inert atmosphere

With sodium tetrahydroborate; tri-tert-butyl phosphine; CHF₃O₃S*C₃₁H₃₂BNO; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In methanol; toluene; acetonitrile; propiononitrile; 3: Michael-initiated cyclopropanation;
DOI:10.1021/ja209270e

Reference yield:

: 62381-17-3
tert-butyl (2-methylphenyl)acetate

: 1350707-77-5
(1R,2S)-tert-butyl 2-(hydroxymethyl)-2-methyl-1-o-tolylcyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 20 °C / Inert atmosphere

2: CHF₃O₃S*C₃₁H₃₂BNO / propiononitrile / 6 h / -78 - -45 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 4 h / -78 °C / Inert atmosphere

With sodium tetrahydroborate; CHF₃O₃S*C₃₁H₃₂BNO; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; acetonitrile; propiononitrile; 2: Michael-initiated cyclopropanation;
DOI:10.1021/ja209270e