(3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Base Information

• Chemical Name: (3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
• CAS No.: 256341-88-5
• Molecular Formula: C₂₁H₃₄O₅SSi
• Molecular Weight: 426.649

Synonyms:(3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property of (3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

There total 1 articles about (3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 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: 97.0%

t-butyldimethylsiyl triflate (69739-34-0) + phenyl 2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside (126092-08-8) → (3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (256341-88-5)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 - 25 ℃; for 1h;

DOI:10.1002/(SICI)1521-3773(19991115)38:22<3340::AID-ANIE3340>3.0.CO;2-2

Reference yield: 95.0%

p-methoxybenzyl chloride (824-94-2) + (3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (256341-88-5) → tert-Butyl-[(3aS,4R,6R,7R,7aS)-7-(4-methoxy-benzyloxy)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-dimethyl-silane (256342-23-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 4h;

DOI:10.1002/(SICI)1521-3773(19991115)38:22<3340::AID-ANIE3340>3.0.CO;2-2

Reference yield:

(3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (256341-88-5) → C61H74O17Si (256342-28-6)

Guidance literature:

Multi-step reaction with 35 steps

1.1: NaH / dimethylformamide; tetrahydrofuran / 0.25 h / 0 °C

1.2: 95 percent / nBu₄NI / dimethylformamide; tetrahydrofuran / 4 h / 0 - 25 °C

2.1: 95 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

3.1: NaH / dimethylformamide / 0.25 h / 0 °C

3.2: 95 percent / dimethylformamide / 1 h / 0 - 25 °C

4.1: 85 percent / TsOH; (CH₂OH)2 / methanol / 5 h / 25 °C

5.1: nBu₂SnO / toluene / 3 h / Heating

5.2: 89 percent / nBu₄NI / toluene / 5 h / 25 - 110 °C

6.1: 97 percent / H₂O; NBS / acetone / 3 h / 0 - 25 °C

7.1: nBu₂SnO / methanol / 3 h / Heating

7.2: TMSOTf / CH₂Cl₂ / 12 h / 0 - 25 °C

7.3: 10.82 g / PPTS; MeOH / 1 h / 25 °C

8.1: 87 percent / NaH / dimethylformamide / 1 h / 0 - 25 °C

9.1: 95 percent / NaOH; MeOH / diethyl ether / 1 h / 25 °C

10.1: NaH / dimethylformamide / 0.08 h / 0 °C

10.2: 90 percent / nBu₄NI / dimethylformamide / 4 h / 0 - 25 °C

11.1: 91 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 0 - 25 °C

12.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 25 °C

13.1: DABCO / [(Ph₃P)3RhCl] / aq. ethanol / 2 h / Heating

14.1: 9.27 g / NMO; OsO₄; H₂O / acetone / 8 h / 25 °C

15.1: nBu₂SnO / toluene / 3 h / Heating

15.2: toluene / 1 h / 0 - 25 °C

16.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

17.1: 96 percent / Et₃N; MeOH / CH₂Cl₂ / 6 h / 40 °C

18.1: 92 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 - 25 °C

19.1: 98 percent / K₂CO₃; MeOH / diethyl ether / 12 h / 25 °C

20.1: aq. NaIO₄; NaHCO₃ / methanol; CH₂Cl₂ / 2 h / 25 °C

21.1: 430 mg / iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

22.1: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

23.1: 97 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 0 - 25 °C

24.1: 95 percent / TBAF; AcOH / tetrahydrofuran / 1 h / 25 °C

25.1: 85 percent / Martin sulfurane; Et₃N / CHCl₃ / 2 h / 50 °C

26.1: 90 percent / K₂CO₃; MeOH / 6 h / 25 °C

27.1: NaH; 18-crown-6 / tetrahydrofuran / 0.25 h / 0 °C

27.2: 80 percent / tetrahydrofuran / 2 h / 0 °C

28.1: NMO; H₂O; OsO₄ / quinuclidine / acetone / 36 h / 25 °C

29.1: nBu₂SnO / methanol / 3 h / Heating

29.2: dioxane / 0.5 h / 15 °C

30.1: 85 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 25 °C

31.1: 68 mg / Li(tBuO)3AlH / diethyl ether / 1 h / -10 °C

32.1: 98 percent / NaOH; MeOH / 1 h / 25 °C

33.1: 90 percent / aq. NaOH; nBu₄NBr / 2 h / 65 °C

34.1: 85 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 0 - 25 °C / pH 7

35.1: NaH / tetrahydrofuran / 0.08 h / 0 °C

35.2: 96 percent / tetrahydrofuran / 2 h / 0 - 25 °C

With 1,4-diaza-bicyclo[2.2.2]octane; 2,6-dimethylpyridine; methanol; dmap; sodium hydroxide; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; vinyl acetate; N-methyl-2-indolinone; Martins sulfurane; 18-crown-6 ether; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; water; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; ethylene glycol; acetic acid; lithium tri-t-butoxyaluminum hydride; triethylamine; diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; Quinuclidine; Wilkinson's catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; toluene; 1.1: Metallation / 1.2: Etherification / 2.1: Silyl ether cleavage / 3.1: Metallation / 3.2: Methylation / 4.1: Ring cleavage / 5.1: Cyclization / 5.2: Ring cleavage / 6.1: Hydrolysis / 7.1: Cyclization / 7.2: Ring cleavage / 7.3: Methanolysis / 8.1: Methylation / 9.1: Debenzoylation / 10.1: Metallation / 10.2: Etherification / 11.1: Oxidation / 12.1: Etherification / 13.1: Isomerization / 14.1: Oxidation / 15.1: Cyclization / 15.2: Ring cleavage / 16.1: Esterification / 17.1: Deacylation / 18.1;

DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

upstream raw materials:

t-butyldimethylsiyl triflate

phenyl 2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside

Downstream raw materials:

tert-Butyl-[(3aS,4R,6R,7R,7aS)-7-(4-methoxy-benzyloxy)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-dimethyl-silane

(2R,3S,4R,5S,6R)-5-(4-Methoxy-benzyloxy)-6-methoxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3,4-diol

[(3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-methanol

(2R,3S,4R,5R,6R)-4-Benzyloxy-5-(4-methoxy-benzyloxy)-6-methoxymethyl-tetrahydro-pyran-2,3-diol

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 256341-88-5 (3aS,4R,6R,7R,7aS)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send