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

Base Information

Chemical Name:(1R,2S,3S,4S)-2-{[(2R,4S,5S,6R,7R)-6-allyl-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-4-tert-butyldiphenylsilyloxy-3-hydroxymethyl-1-methylcyclopentanol
CAS No.:1344673-79-5
Molecular Formula:C₅₄H₇₄O₅Si₂
Molecular Weight:859.35
Hs Code.:

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

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

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

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

There total 16 articles about (1R,2S,3S,4S)-2-{[(2R,4S,5S,6R,7R)-6-allyl-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-4-tert-butyldiphenylsilyloxy-3-hydroxymethyl-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: 100.0%

: 1344673-94-4
(1R,2S,3S,4S)-2-{[(2R,4S,5S,6R,7R)-6-allyl-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-1-methylcyclopentanol

: 1344673-79-5
(1R,2S,3S,4S)-2-{[(2R,4S,5S,6R,7R)-6-allyl-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-4-tert-butyldiphenylsilyloxy-3-hydroxymethyl-1-methylcyclopentanol

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201104447

Reference yield:

: 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

: 1344673-79-5
(1R,2S,3S,4S)-2-{[(2R,4S,5S,6R,7R)-6-allyl-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-4-tert-butyldiphenylsilyloxy-3-hydroxymethyl-1-methylcyclopentanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: pyridinium p-toluenesulfonate / ethanol / 20 °C / Inert atmosphere

With oxalyl dichloride; potassium tert-butylate; pyridinium p-toluenesulfonate; dimethyl sulfoxide; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Wittig reaction / 2.2: Wittig reaction;
DOI:10.1002/anie.201104447

Reference yield:

: 1344673-93-3
[(2R,4S,5S,6R,7R)-7-[((1S,2R,4S,5S)-5-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-2-hydroxy-2-methylcyclopentyl)methyl]-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-6-yl]acetaldehyde

: 1344673-79-5
(1R,2S,3S,4S)-2-{[(2R,4S,5S,6R,7R)-6-allyl-2-tert-butyldiphenylsilyloxymethyl-4,7-dimethyl-1-oxaspiro[4.4]non-7-yl]methyl}-4-tert-butyldiphenylsilyloxy-3-hydroxymethyl-1-methylcyclopentanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: pyridinium p-toluenesulfonate / ethanol / 20 °C / Inert atmosphere

With potassium tert-butylate; pyridinium p-toluenesulfonate; In tetrahydrofuran; ethanol; 1.1: Wittig reaction / 1.2: Wittig reaction;
DOI:10.1002/anie.201104447