{(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid

Base Information

• Chemical Name: {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid
• CAS No.: 858346-17-5
• Molecular Formula: C₄₃H₇₀O₇Si₃
• Molecular Weight: 783.281

Synonyms:{(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid

Chemical Property of {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid

There total 18 articles about {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid 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: 82.0%

{(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetaldehyde (858346-62-0) → {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid (858346-17-5)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; tert-butyl alcohol; at 0 ℃; for 1h;

DOI:10.1021/ja051171c

Reference yield:

(2R,4aR,6S,7R,8aS)-6-Methyl-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (131310-61-7) → {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid (858346-17-5)

Guidance literature:

Multi-step reaction with 18 steps

1.1: O₃ / methanol / -78 °C

1.2: Me₂S / methanol / -78 - 20 °C

2.1: aq. NH₄Cl; Zn / tetrahydrofuran / 3 h / 0 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: PPh₃ / CH₂Cl₂ / -78 - 20 °C

4.1: 754 mg / pyridine; DMAP / CH₂Cl₂ / 10 h / 20 °C

5.1: H₂ / Pd(OH)2/C / methanol / 2 h

6.1: 24.5 mg / pyridine; DMAP / CH₂Cl₂ / 47 h / 30 °C

7.1: 93 percent / TMSOTf / acetonitrile / 0.5 h / -20 °C

8.1: K₂CO₃ / methanol / 2 h / 0 °C

9.1: 407 mg / imidazole / dimethylformamide / 1 h / 20 °C

10.1: K₂CO₃ / methanol / 3 h / 40 °C

11.1: 4 Angstroem molecular sieves; CSA / CH₂Cl₂ / 2 h / 0 °C

12.1: 339 mg / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

13.1: PPTS / methanol / 2 h / 20 °C

14.1: imidazole; PPh₃; I₂ / benzene; diethyl ether / 2 h / 20 °C

15.1: dimethylsulfoxide / 17 h / 50 °C

16.1: 147 mg / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

17.1: 94 percent / DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

18.1: 82 percent / 2-methyl-2-butene; aq. NaH₂PO₄; NaClO₂ / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 0 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; ozone; triphenylphosphine; zinc; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene;

DOI:10.1021/ja051171c

Reference yield:

(2R,4aR,6R,7R,8aS)-7-Hydroxy-6-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde → {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid (858346-17-5)

Guidance literature:

Multi-step reaction with 17 steps

1.1: aq. NH₄Cl; Zn / tetrahydrofuran / 3 h / 0 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: PPh₃ / CH₂Cl₂ / -78 - 20 °C

3.1: 754 mg / pyridine; DMAP / CH₂Cl₂ / 10 h / 20 °C

4.1: H₂ / Pd(OH)2/C / methanol / 2 h

5.1: 24.5 mg / pyridine; DMAP / CH₂Cl₂ / 47 h / 30 °C

6.1: 93 percent / TMSOTf / acetonitrile / 0.5 h / -20 °C

7.1: K₂CO₃ / methanol / 2 h / 0 °C

8.1: 407 mg / imidazole / dimethylformamide / 1 h / 20 °C

9.1: K₂CO₃ / methanol / 3 h / 40 °C

10.1: 4 Angstroem molecular sieves; CSA / CH₂Cl₂ / 2 h / 0 °C

11.1: 339 mg / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

12.1: PPTS / methanol / 2 h / 20 °C

13.1: imidazole; PPh₃; I₂ / benzene; diethyl ether / 2 h / 20 °C

14.1: dimethylsulfoxide / 17 h / 50 °C

15.1: 147 mg / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

16.1: 94 percent / DIBAL-H / CH₂Cl₂; hexane / 0.5 h / -78 °C

17.1: 82 percent / 2-methyl-2-butene; aq. NaH₂PO₄; NaClO₂ / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h / 0 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; ammonium chloride; ozone; triphenylphosphine; zinc; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene;

DOI:10.1021/ja051171c

upstream raw materials:

{(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetaldehyde

2,2-Dimethyl-propionic acid (2R,3S,4aR,8S,8aR)-6,8-diacetoxy-2-(2,2-dimethyl-propionyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

2,2-Dimethyl-propionic acid (2R,3S,4aR,6R,8S,8aR)-8-acetoxy-6-(2-acetoxymethyl-allyl)-2-(2,2-dimethyl-propionyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

2,2-Dimethyl-propionic acid (2R,3S,4aR,6R,8S,8aR)-8-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-2-(2,2-dimethyl-propionyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-3-yl 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 858346-17-5 {(2R,3S,4aR,6R,8S,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-8a-methyl-3-triethylsilanyloxy-octahydro-pyrano[3,2-b]pyran-2-yl}-acetic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send