(4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane

Base Information

Chemical Name:(4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane
CAS No.:350246-23-0
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:(4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane

Chemical Property:

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Technology Process of (4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane

There total 8 articles about (4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane 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:

: 22927-31-7
4-oxobutyl benzoate

: 350246-23-0
(4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 2 steps

1: MgSO₄ / CH₂Cl₂ / 1 h / 0 °C

2: 2.25 g / toluene / 24 h / 70 °C

With magnesium sulfate; In dichloromethane; toluene;
DOI:10.1002/1521-3765(20010504)7:9<1845::AID-CHEM1845>3.0.CO;2-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 350246-23-0
(4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / imidazole / CH₂Cl₂ / 4 h

2: 79 percent / DIBAL / hexane; toluene / 0.5 h / -78 °C

3: 98 percent / H₂NOH*HCl / aq. ethanol / 14 h / 20 °C

4: sodium cyanoborohydride; HCl / methanol / 0.5 h / -10 °C

5: MgSO₄ / CH₂Cl₂ / 1 h / 0 °C

6: 2.25 g / toluene / 24 h / 70 °C

With 1H-imidazole; hydrogenchloride; hydroxylamine hydrochloride; diisobutylaluminium hydride; sodium cyanoborohydride; magnesium sulfate; In methanol; ethanol; hexane; dichloromethane; toluene;
DOI:10.1002/1521-3765(20010504)7:9<1845::AID-CHEM1845>3.0.CO;2-2

Reference yield:

: 220861-37-0
(R)-tert-butyl 3-hydroxypent-4-enoate

: 350246-23-0
(4R,5R,8S)-8-(3-Benzoyloxypropyl)-4-(tert-butyldimethylsilyloxy)-7-oxa-1-aza-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / imidazole / CH₂Cl₂ / 4 h

2: 79 percent / DIBAL / hexane; toluene / 0.5 h / -78 °C

3: 98 percent / H₂NOH*HCl / aq. ethanol / 14 h / 20 °C

4: sodium cyanoborohydride; HCl / methanol / 0.5 h / -10 °C

5: MgSO₄ / CH₂Cl₂ / 1 h / 0 °C

6: 2.25 g / toluene / 24 h / 70 °C

With 1H-imidazole; hydrogenchloride; hydroxylamine hydrochloride; diisobutylaluminium hydride; sodium cyanoborohydride; magnesium sulfate; In methanol; ethanol; hexane; dichloromethane; toluene;
DOI:10.1002/1521-3765(20010504)7:9<1845::AID-CHEM1845>3.0.CO;2-2