2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

Base Information

Chemical Name:2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran
CAS No.:388569-32-2
Molecular Formula:C₂₂H₄₂O₅Si
Molecular Weight:414.658
Hs Code.:

Synonyms:2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

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Chemical Property of 2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

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Technology Process of 2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

There total 9 articles about 2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran 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: 90.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 388569-28-6
3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyl-dimethylsilyloxy)-(1R,3R,5S)-cyclohexan-1-ol

: 388569-32-2
2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jo016141g

Reference yield:

: 50409-12-6,13314-30-2
cis,cis-1,3,5-trihydroxycyclohexane

: 388569-32-2
2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / pyridine / 0 - 20 °C

2: 90 percent / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 12 h / 30 °C / pH 7

3: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

4: 70 percent Turnov_. / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 2-methyl-propan-2-ol / 48 h / 30 °C / pH 8

5: 99.5 percent / pTsOH*H₂O / CH₂Cl₂ / 2 h / -10 °C

6: 96 percent / K₂CO₃ / methanol / 2 h / 20 °C

7: 100 percent / PPh₃; DEAD / tetrahydrofuran / 2 h / 0 °C

8: 96 percent / K₂CO₃ / methanol / 12 h / 20 °C

9: 90 percent / PTSA / CH₂Cl₂ / 2 h / 0 °C

With porcine liver esterase; dmap; sodium phosphate buffer; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; pyridine; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo016141g

Reference yield:

: 327622-76-4
cis,cis-3,5-di(methylcarbonyloxy)cyclohexyl acetate

: 388569-32-2
2-[3-tetrahydro-2H-2-pyranyloxy-5-(tert-butyldimethylsilyloxy)cyclohexyloxy]-tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 12 h / 30 °C / pH 7

2: 90 percent / DMAP; Et₃N / CH₂Cl₂ / 12 h / 20 °C

3: 70 percent Turnov_. / 0.1 M sodium phosphate buffer; Porcine Liver Esterase / 2-methyl-propan-2-ol / 48 h / 30 °C / pH 8

4: 99.5 percent / pTsOH*H₂O / CH₂Cl₂ / 2 h / -10 °C

5: 96 percent / K₂CO₃ / methanol / 2 h / 20 °C

6: 100 percent / PPh₃; DEAD / tetrahydrofuran / 2 h / 0 °C

7: 96 percent / K₂CO₃ / methanol / 12 h / 20 °C

8: 90 percent / PTSA / CH₂Cl₂ / 2 h / 0 °C

With porcine liver esterase; dmap; sodium phosphate buffer; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo016141g