[(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane
• CAS No.: 168421-62-3
• Molecular Formula: C₂₇H₄₄O₅Si
• Molecular Weight: 476.729

Synonyms:[(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane

Chemical Property of [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane

There total 22 articles about [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane 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%

{(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-[2-(2-nitro-phenylselanyl)-ethyl]-7-oxa-bicyclo[4.2.0]oct-4-yloxy}-tert-butyl-dimethyl-silane (168421-61-2) → [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane (168421-62-3)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1021/ja952692a

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane (168421-62-3)

Guidance literature:

Multi-step reaction with 18 steps

1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 1.) BH₃*THF, 2.) aq. H₂O₂, aq. NaOH, 3.) pyridinium dichromate

3: 1.) KHMDS / 1.) THF, -78 deg C, 2.) THF

4: 73 percent / Pd(OH)2, Ph₃P, Hunig's base / dimethylformamide

5: 99 percent / DIBAL / hexane / -78 °C

6: 45 percent / N-methylmorpholine N-oxide monohydrate (NMO), OsO₄, H₂O / acetone; propan-2-ol / 15 h / Ambient temperature

7: Py / CH₂Cl₂ / 3 h / Ambient temperature

8: CH₂Cl₂ / 1.5 h / Ambient temperature

9: ethane-1,2-diol; CH₂Cl₂ / 14.5 h / Heating

10: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 0 deg C 0.5 h, 2.) THF, RT, 4 h

11: 84 percent / TsOH / acetone; H₂O / 2.5 h / Heating

12: 84 percent / Et₃N / CH₂Cl₂; H₂O / 4 h / -78 °C / Heating

13: 1.) 3,3-dimethyldioxirane, 2.) camphorosulfonic acid / 1.) CH₂Cl₂, Me₂CO, 10 min, 2.) Me₂CO, 0.5 h

14: 97 percent / Pb(OAc)4 / benzene / 0.17 h / 0 °C

15: 97 percent / collidinium p-toluene sulfonate (CPTS) / 10 h / Heating

16: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

17: 88 percent / Bu₃P / tetrahydrofuran / 0.25 h / Ambient temperature

18: 90 percent / aq. H₂O₂ / tetrahydrofuran / 12 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; lead(IV) acetate; palladium dihydroxide; sodium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; dipyridinium dichromate; borane-THF; tributylphosphine; collidinium p-toluene sulfonate; camphor-10-sulfonic acid; water; dihydrogen peroxide; 3,3-dimethyldioxirane; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; isopropyl alcohol; acetone; benzene;

DOI:10.1021/ja952692a

Reference yield:

(4'aS,5'S)-4'a-Methyl-3',4',4'a,5',6',7'-hexahydro-1'H-spiro[[1,3]dioxolane-2,2'-naphthalen]-5'-ol (155681-62-2) → [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane (168421-62-3)

Guidance literature:

Multi-step reaction with 18 steps

1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2: 1.) BH₃*THF, 2.) aq. H₂O₂, aq. NaOH, 3.) pyridinium dichromate

3: 1.) KHMDS / 1.) THF, -78 deg C, 2.) THF

4: 73 percent / Pd(OH)2, Ph₃P, Hunig's base / dimethylformamide

5: 99 percent / DIBAL / hexane / -78 °C

6: 45 percent / N-methylmorpholine N-oxide monohydrate (NMO), OsO₄, H₂O / acetone; propan-2-ol / 15 h / Ambient temperature

7: Py / CH₂Cl₂ / 3 h / Ambient temperature

8: CH₂Cl₂ / 1.5 h / Ambient temperature

9: ethane-1,2-diol; CH₂Cl₂ / 14.5 h / Heating

10: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 0 deg C 0.5 h, 2.) THF, RT, 4 h

11: 84 percent / TsOH / acetone; H₂O / 2.5 h / Heating

12: 84 percent / Et₃N / CH₂Cl₂; H₂O / 4 h / -78 °C / Heating

13: 1.) 3,3-dimethyldioxirane, 2.) camphorosulfonic acid / 1.) CH₂Cl₂, Me₂CO, 10 min, 2.) Me₂CO, 0.5 h

14: 97 percent / Pb(OAc)4 / benzene / 0.17 h / 0 °C

15: 97 percent / collidinium p-toluene sulfonate (CPTS) / 10 h / Heating

16: 100 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

17: 88 percent / Bu₃P / tetrahydrofuran / 0.25 h / Ambient temperature

18: 90 percent / aq. H₂O₂ / tetrahydrofuran / 12 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; lead(IV) acetate; palladium dihydroxide; sodium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; dipyridinium dichromate; borane-THF; tributylphosphine; collidinium p-toluene sulfonate; camphor-10-sulfonic acid; water; dihydrogen peroxide; 3,3-dimethyldioxirane; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; isopropyl alcohol; acetone; benzene;

DOI:10.1021/ja952692a

upstream raw materials:

2-[(1S,2S,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-ethanol

{(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-[2-(2-nitro-phenylselanyl)-ethyl]-7-oxa-bicyclo[4.2.0]oct-4-yloxy}-tert-butyl-dimethyl-silane

(4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one

t-butyldimethylsiyl triflate

Downstream raw materials:

(2aR,4S,4aS,6R,11S,12S,12aR,12bS)-12-benzoyloxy-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-triethylsilyloxy-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)diyl diacetate

C₂₉H₃₆O₆

5-{(S)-[(1S,2R,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-hydroxy-methyl}-2,6,6-trimethyl-cyclohexa-2,4-dienone

(S)-5-{(S)-[(1S,2R,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-hydroxy-methyl}-5-hydroxy-2,6,6-trimethyl-cyclohex-2-enone

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 168421-62-3 [(1S,2S,3S,4S,6R)-1-Benzyloxy-3-(2,2-dimethoxy-ethyl)-3-methyl-2-vinyl-7-oxa-bicyclo[4.2.0]oct-4-yloxy]-tert-butyl-dimethyl-silane

Send

Send

Metric Ton KG G Pound L ML

Send

Send