methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate

Base Information

Chemical Name:methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate
CAS No.:326599-06-8
Molecular Formula:C₂₁H₃₄O₆SSi
Molecular Weight:442.649
Hs Code.:

Synonyms:methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate

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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 methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate

Chemical Property:

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Technology Process of methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate

There total 6 articles about methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate 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: 86.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 326599-04-6
Methyl (1R,3R,5R)-3-hydroxy-5-tosyloxy-cyclohexanecarboxylate

: 326599-06-8
methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1002/1099-0690(200110)2001:20<3779::AID-EJOC3779>3.0.CO;2-Q

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 326599-06-8
methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 87.6 percent / Et₃N; DMAP / 22 h / 0 - 20 °C

2: 90.6 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

3: 77 percent / PPh₃; DEAD / toluene / 0.5 h / 20 °C

4: 98 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

5: 86 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

With 1H-imidazole; dmap; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1002/1099-0690(200110)2001:20<3779::AID-EJOC3779>3.0.CO;2-Q

Reference yield:

: 326598-94-1
(1S,3S,5R)-3-acetoxy-5-hydroxy-1-(methoxycarbonyl)cyclohexane

: 326599-06-8
methyl (1R,3R,5R)-3-tert-butyldimethylsiloxy-5-tosyloxycyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 87.6 percent / Et₃N; DMAP / 22 h / 0 - 20 °C

2: 90.6 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

3: 77 percent / PPh₃; DEAD / toluene / 0.5 h / 20 °C

4: 98 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

5: 86 percent / imidazole / dimethylformamide / 1.5 h / 20 °C

With 1H-imidazole; dmap; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1002/1099-0690(200110)2001:20<3779::AID-EJOC3779>3.0.CO;2-Q