(1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.0^3,7]decane

Base Information

• Chemical Name: (1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.0^3,7]decane
• CAS No.: 516508-02-4
• Molecular Formula: C₂₅H₃₉NO₄Si
• Molecular Weight: 445.674
• Mol file: 516508-02-4.mol

Synonyms:(1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.0^3,7]decane

Chemical Property of (1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.0^3,7]decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.0^3,7]decane

There total 2 articles about (1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.0^3,7]decane 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: 89.0%

(4S,6R)-4-{[(tert-butyl)dimethylsilyl]oxy}-5,6-dihydro-6-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-6-(prop-2''-enyl)-4H-1,2-oxazine 2 oxide (516508-01-3) → (1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.03,7]decane (516508-02-4)

Guidance literature:

With sodium hydrogencarbonate; In toluene; for 1h; Heating;

DOI:10.1002/1522-2675(200211)85:11<3712::AID-HLCA3712>3.0.CO;2-5

Reference yield:

(1E)-1-{[(tert-butyl)dimethylsilyl]oxy}-2-nitroethene (516508-00-2) → (1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.03,7]decane (516508-02-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / SnCl₄ / toluene / 1.5 h / -74 °C

2: 89 percent / NaHCO₃ / toluene / 1 h / Heating

With tin(IV) chloride; sodium hydrogencarbonate; In toluene;

DOI:10.1002/1522-2675(200211)85:11<3712::AID-HLCA3712>3.0.CO;2-5

Reference yield:

(1R,6S,7S,8S)-8-{[(tert-butyl)dimethylsilyl]oxy}-1-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-2,4-dioxa-3-azatricyclo[4.3.1.03,7]decane (516508-02-4) → (3S,4S,5S)-4-Amino-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-cyclohexanone

Guidance literature:

With hydrogen; potassium carbonate; nickel; In methanol; at 20 ℃; for 2.5h;

DOI:10.1002/1522-2675(200211)85:11<3712::AID-HLCA3712>3.0.CO;2-5

upstream raw materials:

(4S,6R)-4-{[(tert-butyl)dimethylsilyl]oxy}-5,6-dihydro-6-{[(1'R,2'S)-2'-phenylcyclohexyl]oxy}-6-(prop-2''-enyl)-4H-1,2-oxazine 2 oxide

(1E)-1-{[(tert-butyl)dimethylsilyl]oxy}-2-nitroethene

Downstream raw materials:

(3S,4S,5S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-(hydroxymethyl)-4-(2,2,2-trifluoroacetamido)cyclohexanone