Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester
• CAS No.: 440333-90-4
• Molecular Formula: C₃₂H₃₉F₃O₁₀S
• Molecular Weight: 672.717

Synonyms:

Chemical Property of Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester

There total 30 articles about Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl 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:

(E)-4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester (250226-93-8) → Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester (440333-90-4)

Guidance literature:

Multi-step reaction with 31 steps

1.1: 98 percent / H₂ / 5 percent Pd/C / ethyl acetate / 10 h / 20 °C

2.1: DMSO; (COCl)2 / CH₂Cl₂ / 1 h / -78 °C

2.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 742 mg / CH₂Cl₂; hexane / 2 h / -15 °C

4.1: LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / 40 °C

5.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1 h / 0 °C

5.2: 1.97 g / DMAP / tetrahydrofuran; benzene / 1 h / 20 °C

6.1: DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

7.1: 3.0 g / Et₃N; Pd(PPh₃)4 / dimethylformamide / 13 h / 20 °C

8.1: 99 percent / DIBALH / CH₂Cl₂ / 0.5 h / -78 °C

9.1: 100 percent / KH / tetrahydrofuran / 1 h / 20 °C

10.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 0 °C

10.2: 53 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0.5 h / 20 °C

11.1: 77 percent / KH / tetrahydrofuran / 1 h / 20 °C

12.1: 84 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 27 h / 20 °C

13.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 20 °C

14.1: 91 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.5 h / 0 °C

15.1: DMSO; (COCl)2 / CH₂Cl₂ / 1 h / -78 °C

15.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

16.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

16.2: 91 percent / tetrahydrofuran / 1 h

17.1: cyclohexene; BH₃*SMe₂ / tetrahydrofuran / 0.5 h / 0 °C

17.2: 84 percent / aq. H₂O₂; aq. NaOH / tetrahydrofuran / 0.5 h

18.1: DMSO; (COCl)2 / CH₂Cl₂ / 1.5 h / -78 °C

18.2: 86 percent / Et₃N / CH₂Cl₂ / -78 - 20 °C

19.1: diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

20.1: DMSO; (COCl)2 / CH₂Cl₂ / 1.5 h / -78 °C

20.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

21.1: 810 mg / TBAF / tetrahydrofuran / 16 h / 20 °C

22.1: 100 percent / 4-methylmorpholine / CH₂Cl₂ / 16 h / 30 °C

23.1: 97 percent / SmI₂; MeOH / tetrahydrofuran / 0.25 h / 0 °C

24.1: 100 percent / CH₂Cl₂ / 16 h / 25 °C

25.1: 100 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

26.1: 85 percent / DMSO; Et₃N; SO₃*Py / CH₂Cl₂ / 3.5 h / 25 °C

27.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

27.2: 74 percent / tetrahydrofuran / 1 h / 20 °C

28.1: 83 percent / camphorsulfonic acid; H₂O / acetonitrile / 1.5 h / 20 °C

29.1: NaClO₂; 2-methyl-2-butene; aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

30.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1.5 h / 20 °C

30.2: 66 mg / DMAP / tetrahydrofuran; benzene / 0.67 h

31.1: DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; methanol; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; samarium diiodide; 2-methyl-but-2-ene; oxalyl dichloride; pyridine-SO₃ complex; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; hydrogen; sodium hexamethyldisilazane; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 2.1: Swern oxidation / 5.1: Yamaguchi lactonization / 15.1: Swern oxidation / 16.2: Wittig reaction / 18.1: Swern oxidation / 20.1: Swern oxidation / 26.1: Swern oxidation / 27.2: Wittig reaction / 30.1: Yamaguchi lactonization;

DOI:10.1016/S0040-4020(02)00039-X

Reference yield:

4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester (116237-17-3) → Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester (440333-90-4)

Guidance literature:

Multi-step reaction with 30 steps

1.1: DMSO; (COCl)2 / CH₂Cl₂ / 1 h / -78 °C

1.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: 742 mg / CH₂Cl₂; hexane / 2 h / -15 °C

3.1: LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / 40 °C

4.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1 h / 0 °C

4.2: 1.97 g / DMAP / tetrahydrofuran; benzene / 1 h / 20 °C

5.1: DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

6.1: 3.0 g / Et₃N; Pd(PPh₃)4 / dimethylformamide / 13 h / 20 °C

7.1: 99 percent / DIBALH / CH₂Cl₂ / 0.5 h / -78 °C

8.1: 100 percent / KH / tetrahydrofuran / 1 h / 20 °C

9.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 0 °C

9.2: 53 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0.5 h / 20 °C

10.1: 77 percent / KH / tetrahydrofuran / 1 h / 20 °C

11.1: 84 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 27 h / 20 °C

12.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 20 °C

13.1: 91 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.5 h / 0 °C

14.1: DMSO; (COCl)2 / CH₂Cl₂ / 1 h / -78 °C

14.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

15.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

15.2: 91 percent / tetrahydrofuran / 1 h

16.1: cyclohexene; BH₃*SMe₂ / tetrahydrofuran / 0.5 h / 0 °C

16.2: 84 percent / aq. H₂O₂; aq. NaOH / tetrahydrofuran / 0.5 h

17.1: DMSO; (COCl)2 / CH₂Cl₂ / 1.5 h / -78 °C

17.2: 86 percent / Et₃N / CH₂Cl₂ / -78 - 20 °C

18.1: diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

19.1: DMSO; (COCl)2 / CH₂Cl₂ / 1.5 h / -78 °C

19.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

20.1: 810 mg / TBAF / tetrahydrofuran / 16 h / 20 °C

21.1: 100 percent / 4-methylmorpholine / CH₂Cl₂ / 16 h / 30 °C

22.1: 97 percent / SmI₂; MeOH / tetrahydrofuran / 0.25 h / 0 °C

23.1: 100 percent / CH₂Cl₂ / 16 h / 25 °C

24.1: 100 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

25.1: 85 percent / DMSO; Et₃N; SO₃*Py / CH₂Cl₂ / 3.5 h / 25 °C

26.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

26.2: 74 percent / tetrahydrofuran / 1 h / 20 °C

27.1: 83 percent / camphorsulfonic acid; H₂O / acetonitrile / 1.5 h / 20 °C

28.1: NaClO₂; 2-methyl-2-butene; aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

29.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1.5 h / 20 °C

29.2: 66 mg / DMAP / tetrahydrofuran; benzene / 0.67 h

30.1: DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; methanol; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; samarium diiodide; 2-methyl-but-2-ene; oxalyl dichloride; pyridine-SO₃ complex; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; sodium hexamethyldisilazane; potassium hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; cyclohexene; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 1.1: Swern oxidation / 4.1: Yamaguchi lactonization / 14.1: Swern oxidation / 15.2: Wittig reaction / 17.1: Swern oxidation / 19.1: Swern oxidation / 25.1: Swern oxidation / 26.2: Wittig reaction / 29.1: Yamaguchi lactonization;

DOI:10.1016/S0040-4020(02)00039-X

Reference yield:

p-methoxybenzyl chloride (824-94-2) → Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester (440333-90-4)

Guidance literature:

Multi-step reaction with 23 steps

1.1: 100 percent / KH / tetrahydrofuran / 1 h / 20 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 0 °C

2.2: 53 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0.5 h / 20 °C

3.1: 77 percent / KH / tetrahydrofuran / 1 h / 20 °C

4.1: 84 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 27 h / 20 °C

5.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 20 °C

6.1: 91 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.5 h / 0 °C

7.1: DMSO; (COCl)2 / CH₂Cl₂ / 1 h / -78 °C

7.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

8.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

8.2: 91 percent / tetrahydrofuran / 1 h

9.1: cyclohexene; BH₃*SMe₂ / tetrahydrofuran / 0.5 h / 0 °C

9.2: 84 percent / aq. H₂O₂; aq. NaOH / tetrahydrofuran / 0.5 h

10.1: DMSO; (COCl)2 / CH₂Cl₂ / 1.5 h / -78 °C

10.2: 86 percent / Et₃N / CH₂Cl₂ / -78 - 20 °C

11.1: diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

12.1: DMSO; (COCl)2 / CH₂Cl₂ / 1.5 h / -78 °C

12.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

13.1: 810 mg / TBAF / tetrahydrofuran / 16 h / 20 °C

14.1: 100 percent / 4-methylmorpholine / CH₂Cl₂ / 16 h / 30 °C

15.1: 97 percent / SmI₂; MeOH / tetrahydrofuran / 0.25 h / 0 °C

16.1: 100 percent / CH₂Cl₂ / 16 h / 25 °C

17.1: 100 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

18.1: 85 percent / DMSO; Et₃N; SO₃*Py / CH₂Cl₂ / 3.5 h / 25 °C

19.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

19.2: 74 percent / tetrahydrofuran / 1 h / 20 °C

20.1: 83 percent / camphorsulfonic acid; H₂O / acetonitrile / 1.5 h / 20 °C

21.1: NaClO₂; 2-methyl-2-butene; aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

22.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1.5 h / 20 °C

22.2: 66 mg / DMAP / tetrahydrofuran; benzene / 0.67 h

23.1: DMPU; KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; methanol; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; samarium diiodide; 2-methyl-but-2-ene; oxalyl dichloride; pyridine-SO₃ complex; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; sodium hexamethyldisilazane; potassium hydride; potassium hexamethylsilazane; dimethyl sulfoxide; triethylamine; cyclohexene; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; acetonitrile; tert-butyl alcohol; 7.1: Swern oxidation / 8.2: Wittig reaction / 10.1: Swern oxidation / 12.1: Swern oxidation / 18.1: Swern oxidation / 19.2: Wittig reaction / 22.1: Yamaguchi lactonization;

DOI:10.1016/S0040-4020(02)00039-X

upstream raw materials:

4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester

p-methoxybenzyl chloride

(E)-4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester

Trifluoro-methanesulfonic acid (2R,4aR,9aS)-4a-methyl-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

Downstream raw materials:

4-[(4aR,5aS,8R,9S,10aR,11aS)-8-(4-Methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl]-butyric acid ethyl ester

4-[(2R,4aR,5aS,8R,9S,10aR,11aS)-8-(4-Methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-3-oxo-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl]-butyric acid ethyl ester

4-[(2R,3S,4aR,5aS,8R,9S,10aR,11aS)-3-Hydroxy-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl]-butyric acid

4-[(2R,3S,4aR,5aS,8R,9S,10aR,11aS)-3-Hydroxy-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl]-butyric acid ethyl ester

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 440333-90-4 Trifluoro-methanesulfonic acid (4aR,5aS,8R,9S,10aR,11aS)-8-(4-methoxy-benzyloxy)-9-(4-methoxy-benzyloxymethyl)-10a,11a-dimethyl-4,4a,5a,6,7,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send