(3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide

Base Information

Chemical Name:(3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide
CAS No.:950588-58-6
Molecular Formula:C₃₁H₄₉NO₄Si₂
Molecular Weight:555.905
Hs Code.:

Synonyms:(3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide

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Chemical Property of (3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide

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Technology Process of (3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide

There total 4 articles about (3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide 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: 98.0%

: 950588-57-5
(3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-3-hydroxy-N-methoxy-N-methylpropionamide

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 950588-58-6
(3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.75h;
DOI:10.1021/ol701564x DOI:10.1021/jo800335g

Reference yield:

: 950588-55-3
(3R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-1-[(4S)-4-isopropyl-2-thioxothiazolidin-3-yl]hex-4-en-1-one

: 950588-58-6
(3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / imidazole / CH₂Cl₂ / 16 h / 20 °C

2: 97 percent / diethylzinc / CH₂Cl₂; hexane / 3 h / -15 - 20 °C

3: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; diethylzinc; In hexane; dichloromethane; 2: Simmons-Smith cyclopropanation;
DOI:10.1021/ol701564x

Reference yield:

: 950588-56-4
(3R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxyhex-4-enoic acid N-methoxy-N-methylamide

: 950588-58-6
(3R)-3-{(1R,2R)-2-[(tert-butyldiphenylsilanyloxy)methyl]cyclopropyl}-N-methoxy-N-methyl-3-(triethylsilanyloxy)propionamide

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / diethylzinc / CH₂Cl₂; hexane / 3 h / -15 - 20 °C

2: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

With 2,6-dimethylpyridine; diethylzinc; In hexane; dichloromethane; 1: Simmons-Smith cyclopropanation;
DOI:10.1021/ol701564x