Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester
• CAS No.: 476687-84-0
• Molecular Formula: C₃₈H₅₅F₃O₉SSi
• Molecular Weight: 772.996

Synonyms:Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester

Chemical Property of Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester

There total 26 articles about Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester 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: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + t-butyldimethylsiyl triflate (69739-34-0) + (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-Benzyloxy-8-(2-benzyloxy-ethyl)-2-hydroxymethyl-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-3-ol (476688-16-1) → Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester (476687-84-0)

Guidance literature:

trifluoromethylsulfonic anhydride; (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-Benzyloxy-8-(2-benzyloxy-ethyl)-2-hydroxymethyl-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-3-ol; With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃;

t-butyldimethylsiyl triflate; In dichloromethane; at -78 ℃; Further stages.;

DOI:10.1021/ol026804w

Reference yield:

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) → Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester (476687-84-0)

Guidance literature:

Multi-step reaction with 26 steps

1.1: 90 percent / aq. HCl / CHCl₃ / 20 °C

2.1: CSA / CH₂Cl₂ / 20 °C

3.1: N-methylmorpholine / CH₂Cl₂ / 20 °C

4.1: 98 percent / MeI; NaHCO₃ / H₂O; acetonitrile / 20 °C

5.1: 95 percent / SmI₂ / methanol; tetrahydrofuran / 0 °C

6.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

7.1: DIBAH / CH₂Cl₂ / 0 °C

8.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

9.1: NaI / acetone / 60 °C

10.1: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

10.2: 100 percent / SiO₂; H₂O

11.1: TBAF / tetrahydrofuran / 20 °C

12.1: N-methylmorpholine / CH₂Cl₂ / 20 °C

13.1: 84 percent / SmI₂ / methanol; tetrahydrofuran / 20 °C

14.1: 100 percent / DIBAH / toluene / -78 °C

15.1: 100 percent / toluene / 100 °C

16.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

17.1: 89 percent / DIBAH / toluene / -78 °C

18.1: 96 percent / (-)-DET; Ti(OiPr)4; TBHP / 4 Angstroem MS / CH₂Cl₂ / -35 °C

19.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 20 °C

20.1: NaHMDS / tetrahydrofuran / 0 °C

21.1: 74 percent / TBAF / tetrahydrofuran / 20 °C

22.1: 68 percent / PPTS / CH₂Cl₂ / 0 °C

23.1: 9-BBN / tetrahydrofuran / 0 °C

23.2: 82 percent / 30percent H₂O₂; 3 N NaOH / tetrahydrofuran / 0 °C

24.1: 87 percent / NaH; Bu₄NI / tetrahydrofuran / 0 °C

25.1: 85 percent / CSA / methanol / 20 °C

26.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

26.2: 100 percent / CH₂Cl₂ / -78 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; 9-borabicyclo[3.3.1]nonane dimer; samarium diiodide; pyridine-SO₃ complex; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; (-)-diethyl tartrate; triethylamine; sodium iodide; lithium diisopropyl amide; methyl iodide; 4 Angstroem MS; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform; water; dimethyl sulfoxide; acetone; toluene; acetonitrile; 3.1: hetero-Michael reaction / 12.1: hetero-Michael reaction / 15.1: Wittig reaction / 18.1: Sharpless epoxidation / 20.1: Wittig reaction;

DOI:10.1021/ol026804w

Reference yield:

2-deoxy-D-erythro-pentose cyclic 1,3-propanediyl mercaptal (50907-65-8) → Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester (476687-84-0)

Guidance literature:

Multi-step reaction with 25 steps

1.1: CSA / CH₂Cl₂ / 20 °C

2.1: N-methylmorpholine / CH₂Cl₂ / 20 °C

3.1: 98 percent / MeI; NaHCO₃ / H₂O; acetonitrile / 20 °C

4.1: 95 percent / SmI₂ / methanol; tetrahydrofuran / 0 °C

5.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

6.1: DIBAH / CH₂Cl₂ / 0 °C

7.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

8.1: NaI / acetone / 60 °C

9.1: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

9.2: 100 percent / SiO₂; H₂O

10.1: TBAF / tetrahydrofuran / 20 °C

11.1: N-methylmorpholine / CH₂Cl₂ / 20 °C

12.1: 84 percent / SmI₂ / methanol; tetrahydrofuran / 20 °C

13.1: 100 percent / DIBAH / toluene / -78 °C

14.1: 100 percent / toluene / 100 °C

15.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

16.1: 89 percent / DIBAH / toluene / -78 °C

17.1: 96 percent / (-)-DET; Ti(OiPr)4; TBHP / 4 Angstroem MS / CH₂Cl₂ / -35 °C

18.1: SO₃*pyridine; Et₃N / dimethylsulfoxide; CH₂Cl₂ / 20 °C

19.1: NaHMDS / tetrahydrofuran / 0 °C

20.1: 74 percent / TBAF / tetrahydrofuran / 20 °C

21.1: 68 percent / PPTS / CH₂Cl₂ / 0 °C

22.1: 9-BBN / tetrahydrofuran / 0 °C

22.2: 82 percent / 30percent H₂O₂; 3 N NaOH / tetrahydrofuran / 0 °C

23.1: 87 percent / NaH; Bu₄NI / tetrahydrofuran / 0 °C

24.1: 85 percent / CSA / methanol / 20 °C

25.1: 2,6-lutidine / CH₂Cl₂ / -78 °C

25.2: 100 percent / CH₂Cl₂ / -78 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; 9-borabicyclo[3.3.1]nonane dimer; samarium diiodide; pyridine-SO₃ complex; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; (-)-diethyl tartrate; triethylamine; sodium iodide; lithium diisopropyl amide; methyl iodide; 4 Angstroem MS; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; dimethyl sulfoxide; acetone; toluene; acetonitrile; 2.1: hetero-Michael reaction / 11.1: hetero-Michael reaction / 14.1: Wittig reaction / 17.1: Sharpless epoxidation / 19.1: Wittig reaction;

DOI:10.1021/ol026804w

upstream raw materials:

trifluoromethylsulfonic anhydride

t-butyldimethylsiyl triflate

(2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-Benzyloxy-8-(2-benzyloxy-ethyl)-2-hydroxymethyl-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-3-ol

D-2-deoxyribose

Downstream raw materials:

C₅₆H₈₈O₁₀Si₂

C₄₃H₆₀O₁₂

C₆₅H₁₁₂O₁₀Si₄

C₆₅H₁₁₂O₁₂Si₄

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 476687-84-0 Trifluoro-methanesulfonic acid (2R,3S,4aR,5aS,7R,8S,9aR,11aS)-7-benzyloxy-8-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-8,9a-dimethyl-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-2-ylmethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send