(1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol

Base Information

Chemical Name:(1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol
CAS No.:1571900-75-8
Molecular Formula:C₂₁H₃₆O₄Si
Molecular Weight:380.6
Hs Code.:

Synonyms:(1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol

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Chemical Property of (1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol

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Technology Process of (1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol

There total 6 articles about (1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol 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: 90.0%

: 75-11-6
diiodomethane

: 1571900-72-5
(2R,3R,E)-6-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)hex-4-en-3-ol

: 1571900-75-8
(1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol

Guidance literature:: With diethylzinc; In hexane; dichloromethane; at -78 - 20 ℃; diastereoselective reaction;
DOI:10.1039/c3ob42367k

Reference yield:

: 1571900-66-7
(4R,5R,E)-5-(4-methoxybenzyloxy)hex-2-ene-1,4-diol

: 1571900-75-8
(1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

2: diethylzinc / dichloromethane; hexane / -78 - 20 °C

With 1H-imidazole; diethylzinc; In hexane; dichloromethane; 2: |Simmons-Smith Cyclopropanation;
DOI:10.1039/c3ob42367k

Reference yield:

: 27948-61-4
(R)-(+)-1-(2-furyl)ethanol

: 1571900-75-8
(1R,2R)-1-((1S,2S)-2-((tert-butyldimethylsilyloxy)methyl)cyclopropyl)-2-(4-methoxybenzyloxy)propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C

1.2: 2 h

2.1: N-Bromosuccinimide; sodium hydrogencarbonate / acetone; water / 1.5 h / -15 °C

2.2: 6 h / 20 °C

3.1: cerium(III) chloride heptahydrate / methanol / 0.17 h / -100 °C

3.2: 2 h / -100 °C

4.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

5.1: diethylzinc / dichloromethane; hexane / -78 - 20 °C

With 1H-imidazole; N-Bromosuccinimide; cerium(III) chloride heptahydrate; diethylzinc; sodium hydride; sodium hydrogencarbonate; In methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; 3.1: |Luche Cerium Reduction / 3.2: |Luche Cerium Reduction / 5.1: |Simmons-Smith Cyclopropanation;
DOI:10.1039/c3ob42367k