(1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane

Base Information

Chemical Name:(1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane
CAS No.:534585-07-4
Molecular Formula:C₂₅H₃₆O₂Si
Molecular Weight:396.645
Hs Code.:

Synonyms:(1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane

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Chemical Property of (1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane

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Technology Process of (1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane

There total 4 articles about (1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane 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:

: 534585-41-6
(1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-(3-methyl-1-butanoyl)cyclopropane

: (1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(R)-1-hydroxy-3-methylbutyl]cyclopropane

: 534585-07-4
(1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane

Guidance literature:: With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 5h; Title compound not separated from byproducts;
DOI:10.1021/jo030019v

Reference yield:

: 154001-59-9
(1R,2R)-2-<<(tert-Butyldiphenylsilyl)oxy>methyl>-1-(hydroxymethyl)cyclopropane

: 534585-07-4
(1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂

2.1: tetrahydrofuran / 5 h / 20 °C

2.2: 74 percent / PDC; molecular sieves 5 Angstroem / CH₂Cl₂ / 5 h / 20 °C

3.1: K-Selectride / CH₂Cl₂; tetrahydrofuran / 5 h / -78 °C

With oxalyl dichloride; potassium tri-sec-butyl-borohydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation;
DOI:10.1021/jo030019v

Reference yield:

: 408348-31-2
(1R,2R)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane

: 534585-07-4
(1R,2R)-2-[(tert-butyldiphenylsilyloxy)methyl]-1-[(S)-1-hydroxy-3-methylbutyl]cyclopropane

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 5 h / 20 °C

1.2: 74 percent / PDC; molecular sieves 5 Angstroem / CH₂Cl₂ / 5 h / 20 °C

2.1: K-Selectride / CH₂Cl₂; tetrahydrofuran / 5 h / -78 °C

With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo030019v