(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

Base Information

Chemical Name:(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol
CAS No.:171012-23-0
Molecular Formula:C₂₀H₃₈O₃S₂Si
Molecular Weight:418.737
Hs Code.:

Synonyms:(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

Suppliers and Price of (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

There total 9 articles about (1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol 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: 85.0%

: 505-23-7
1,3 dithiane

: 171012-26-3
5(R)-<<(1',1'-Dimethylethyl)dimethylsilyl>oxy>-3(S)-hydroxy-2,6,6-trimethylcyclohexen-1-carboxaldehyde

: 171012-23-0
(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1.) -30 deg C, 30 min, 2.) 0 deg C, 3 h;
DOI:10.1021/jo00127a028

Reference yield:

: 61302-42-9
(R,E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-ol

: 171012-23-0
(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / Et₃N / diethyl ether / 3 h / Ambient temperature

2: 50 percent / SnCl₄ / CH₂Cl₂; toluene / 1 h / 0 °C

3: 98 percent / m-CPBA / CH₂Cl₂ / 2 h

4: DBU / benzene

5: 89 percent / (i-Pr)2NH, 4-(dimethylamino)pyridine / dimethylformamide / 24 h / 45 °C

6: 98 percent / K₂CO₃ / methanol / 1 h

7: 86 percent / PCC, NaOAc / CH₂Cl₂ / 3 h / Ambient temperature

8: 89 percent / NaOMe / tetrahydrofuran / 0.25 h / 0 °C

9: 85 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -30 deg C, 30 min, 2.) 0 deg C, 3 h

With dmap; n-butyllithium; sodium methylate; sodium acetate; tin(IV) chloride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00127a028

Reference yield:

: 171012-24-1
3(R)-(Hydroxymethyl)-4(R),5(S)-oxido-2,2,4-trimethylcyclohexan-1(R)-ol

: 171012-23-0
(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((S)-[1,3]dithian-2-yl-hydroxy-methyl)-2,4,4-trimethyl-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 6 steps

1: DBU / benzene

2: 89 percent / (i-Pr)2NH, 4-(dimethylamino)pyridine / dimethylformamide / 24 h / 45 °C

3: 98 percent / K₂CO₃ / methanol / 1 h

4: 86 percent / PCC, NaOAc / CH₂Cl₂ / 3 h / Ambient temperature

5: 89 percent / NaOMe / tetrahydrofuran / 0.25 h / 0 °C

6: 85 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -30 deg C, 30 min, 2.) 0 deg C, 3 h

With dmap; n-butyllithium; sodium methylate; sodium acetate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00127a028