2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

Base Information

Chemical Name:2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate
CAS No.:1344673-77-3
Molecular Formula:C₆₃H₉₂O₈Si₃
Molecular Weight:1061.68
Hs Code.:

2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

Synonyms:2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

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Chemical Property of 2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

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Technology Process of 2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

There total 35 articles about 2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate 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%

: 1344673-76-2
(2R,3S,4S)-2-bromo-3-(tert-butyldimethylsilyl)oxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

: 1344673-75-1
2-[(2R,4S,5S,6R,7S)-2-tert-butyldiphenylsilyloxymethyl-7-formyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl pivalate

: 1344673-77-3
2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

Guidance literature:: With triethyl borane; triphenylstannane; In hexane; benzene; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201104447

Reference yield: 83.0%

: 1344673-90-0
(2S,3S,4S)-2-bromo-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxycyclopentanone

: 1344673-75-1
2-[(2R,4S,5S,6R,7S)-2-tert-butyldiphenylsilyloxymethyl-7-formyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl pivalate

: 1344673-77-3
2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

Guidance literature:: With triethyl borane; triphenylstannane; In hexane; benzene; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201104447

Reference yield:

: 890027-31-3
(-)-tert-butyl-[(2R,4S,5S,6R,7S)-7-methoxymethoxymethyl-4,7-dimethyl-6-vinyl-1-oxaspiro[4.4]non-2-ylmethoxy]diphenylsilane

: 1344673-77-3
2-[(2R,4S,5S,6R,7S)-7-[(R)-((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)(hydroxy)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 20 °C / Inert atmosphere

3.1: dimethylsulfide; boron trifluoride diethyl etherate / dichloromethane / -30 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: Dess-Martin periodane / dichloromethane / 20 °C / Inert atmosphere

5.1: triethyl borane; triphenylstannane / hexane; benzene / 20 °C / Inert atmosphere

With pyridine; dmap; dimethylsulfide; triethyl borane; boron trifluoride diethyl etherate; triphenylstannane; Dess-Martin periodane; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Hydroboration reaction;
DOI:10.1002/anie.201104447