(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

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}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-1-methylcyclopentanol
CAS No.:1344673-94-4
Molecular Formula:C₆₀H₈₈O₅Si₃
Molecular Weight:973.612
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}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-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}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-1-methylcyclopentanol

Suppliers and Price 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}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-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}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-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}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-1-methylcyclopentanol

There total 18 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}-3-tert-butyldimethylsilyloxymethyl-4-tert-butyldiphenylsilyloxy-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: 99.0%

: 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

: 1779-49-3
Methyltriphenylphosphonium bromide

: 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

Guidance literature:: Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

[(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; In tetrahydrofuran; at 0 ℃; 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

: 1344673-94-4
(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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 1344673-78-4
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

: 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

Guidance literature:: Multi-step reaction with 3 steps

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

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

2.2: -78 - 20 °C / Inert atmosphere

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

3.2: 0 °C / Inert atmosphere

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; 2.1: Swern oxidation / 2.2: Swern oxidation / 3.1: Wittig reaction / 3.2: Wittig reaction;
DOI:10.1002/anie.201104447