(1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

Base Information

Chemical Name:(1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol
CAS No.:1344673-92-2
Molecular Formula:C₅₉H₈₈O₆Si₃
Molecular Weight:977.601
Hs Code.:

(1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

Synonyms:(1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

Suppliers and Price of (1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

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Chemical Property of (1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

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Technology Process of (1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

There total 15 articles about (1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol 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%

: 1344673-78-4
2-[(2R,4S,5S,6R,7R)-7-[((1S,2S,3S)-2-tert-butyldimethylsilyloxymethyl-3-tert-butyldiphenylsilyloxy-5-oxocyclopentyl)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]ethyl 2,2-dimethylpropanoate

: 917-54-4
methyllithium

: 1344673-92-2
(1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

Guidance literature:: In diethyl ether; at -78 - 0 ℃; for 2.5h; Inert atmosphere;
DOI:10.1002/anie.201104447

Reference yield:

: 1344673-88-6
tert-butyl{[(1S,2S)-2-(tert-butyldimethylsilyl)oxymethylcyclopent-3-en-1-yl]oxy}diphenylsilane

: 1344673-92-2
(1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

Guidance literature:: Multi-step reaction with 6 steps

1: N-Bromosuccinimide; water / acetone / 20 °C / Inert atmosphere

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

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

4: Burgess Reagent / benzene / 20 °C / Inert atmosphere

5: hydrogen / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

6: diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

With N-Bromosuccinimide; Burgess Reagent; triethyl borane; triphenylstannane; water; hydrogen; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetone; benzene;
DOI:10.1002/anie.201104447

Reference yield:

: 1344673-83-1
2-{(2R,4S,5S,6R,7S)-2-tert-butyldiphenylsilyloxymethyl-7-methoxymethoxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl}ethyl pivalate

: 1344673-92-2
(1R,2S,3S,4S)-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-{[(2R,4S,5S,6R,7R)-2-tert-butyldiphenylsilyloxymethyl-6-(2-hydroxyethyl)-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-1-methylcyclopentanol

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: Inert atmosphere

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

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

4.1: Burgess Reagent / benzene / 20 °C / Inert atmosphere

5.1: hydrogen / tetrahydrofuran; methanol / 20 °C / Inert atmosphere

6.1: diethyl ether / 2.5 h / -78 - 0 °C / Inert atmosphere

With Burgess Reagent; dimethylsulfide; triethyl borane; boron trifluoride diethyl etherate; triphenylstannane; hydrogen; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; benzene;
DOI:10.1002/anie.201104447