(2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal

Base Information

Chemical Name:(2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal
CAS No.:862475-31-8
Molecular Formula:C₂₇H₄₄O₇Si
Molecular Weight:508.728
Hs Code.:

Synonyms:(2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal

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Chemical Property of (2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal

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Technology Process of (2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal

There total 24 articles about (2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal 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:

: 201355-01-3
(4S,6R)-6-(t-butyldimethylsiloxy)-4-methoxy-8-nonen-2-one

: 862475-31-8
(2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N / diethyl ether / -78 - 0 °C

2.1: diethyl ether / 16.5 h / -78 - -20 °C

2.2: aq. H₂O₂; methanol / diethyl ether / 1 h / 20 °C

3.1: aq. HF / acetonitrile / 0.83 h / 0 °C

3.2: 1.17 g / HCl / diethyl ether; CH₂Cl₂ / 0.5 h / 20 °C

4.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

5.1: aq. NMO / OsO₄ / acetone; 2-methyl-propan-2-ol / 20 h / 20 °C

6.1: 875 mg / NaIO₄ / methanol / 1 h / 20 °C

With 2,6-dimethylpyridine; sodium periodate; N-methyl-2-indolinone; hydrogen fluoride; triethylamine; osmium(VIII) oxide; In methanol; diethyl ether; dichloromethane; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1039/b504148a

Reference yield:

: 201355-07-9
C₃₆H₆₅BO₃Si

: 862475-31-8
(2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethyl ether / 16.5 h / -78 - -20 °C

1.2: aq. H₂O₂; methanol / diethyl ether / 1 h / 20 °C

2.1: aq. HF / acetonitrile / 0.83 h / 0 °C

2.2: 1.17 g / HCl / diethyl ether; CH₂Cl₂ / 0.5 h / 20 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

4.1: aq. NMO / OsO₄ / acetone; 2-methyl-propan-2-ol / 20 h / 20 °C

5.1: 875 mg / NaIO₄ / methanol / 1 h / 20 °C

With 2,6-dimethylpyridine; sodium periodate; N-methyl-2-indolinone; hydrogen fluoride; osmium(VIII) oxide; In methanol; diethyl ether; dichloromethane; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1039/b504148a

Reference yield:

: 201355-00-2
(2R,4S,8S,10R)-10-(t-butyldimethylsiloxy)-4-hydroxy-8-methoxy-1-(p-methoxybenzyloxy)-2-(triethylsiloxy)-12-tridecen-6-one

: 862475-31-8
(2R,4S,6R,8R,10S)-[10-(t-butyldimethylsiloxy)-4-methoxy-8-(p-methoxybenzyloxymethyl)-1,7-dioxaspiro[5.5]undecan-2-yl]-ethanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. HF / acetonitrile / 0.83 h / 0 °C

1.2: 1.17 g / HCl / diethyl ether; CH₂Cl₂ / 0.5 h / 20 °C

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

3.1: aq. NMO / OsO₄ / acetone; 2-methyl-propan-2-ol / 20 h / 20 °C

4.1: 875 mg / NaIO₄ / methanol / 1 h / 20 °C

With 2,6-dimethylpyridine; sodium periodate; N-methyl-2-indolinone; hydrogen fluoride; osmium(VIII) oxide; In methanol; dichloromethane; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1039/b504148a