(2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

Base Information

Chemical Name:(2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid
CAS No.:916321-17-0
Molecular Formula:C₃₈H₆₈O₈Si₂
Molecular Weight:709.124
Hs Code.:

Synonyms:(2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

Suppliers and Price of (2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

There total 17 articles about (2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic 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: 92.0%

: 916321-44-3
(2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanal

: 916321-17-0
(2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 2h;
DOI:10.1021/ol062058+

Reference yield:

: 916321-09-0
S-ethyll (2S,3S,4R)-4-(tert-butyldimethylsiloxy)-3-hydroxy-2-methylpentanethioate

: 916321-17-0
(2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

Guidance literature:: Multi-step reaction with 14 steps

1.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2.1: 100 percent / Et₃SiH / Pd/C / acetone / 1.5 h / 0 °C

3.1: 95 percent / toluene / 6.5 h / 100 °C

4.1: 92 percent / L-Selectride(R) / tetrahydrofuran / 5 h / 20 °C

5.1: 100 percent / NMO; TPAP / CH₂Cl₂ / 2 h / 0 °C

6.1: 49.9 percent / tetrahydrofuran / 3 h / -78 °C

7.1: 96 percent / iPr₂NEt / CH₂Cl₂ / 11 h / 60 °C

8.1: 92 percent / Red-Al(R) / toluene / 2 h / 0 °C

9.1: 93 percent / DMAP; pyridine / 1 h / 0 °C

10.1: OsO₄ / pyridine / 48 h / 0 °C

10.2: 30 percent / H₂S / tetrahydrofuran; hexane

11.1: 97 percent / CSA / CH₂Cl₂ / 8 h / 20 °C

12.1: 90 percent / K₂CO₃ / methanol / 12 h / 20 °C

13.1: 99 percent / NMO; TPAP / CH₂Cl₂ / 1 h / 0 °C

14.1: 92 percent / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

With pyridine; 2,6-dimethylpyridine; triethylsilane; dmap; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; camphor-10-sulfonic acid; L-Selectride; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetone; toluene; tert-butyl alcohol; 3.1: Wittig reaction;
DOI:10.1021/ol062058+

Reference yield:

: 916321-31-8
S-ethyll (2S,3S,4R)-3,4-di(tert-butyldimethylsiloxy)-2-methylpentanethioate

: 916321-17-0
(2S,3R,4R,5R,6R,7S,8R)-3-(benzyloxymethoxy)-7,8-di(tert-butyldimethylsiloxy)-4,5-(cyclohexylidenedioxy)-2,4,6-trimethylnonanoic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: 100 percent / Et₃SiH / Pd/C / acetone / 1.5 h / 0 °C

2.1: 95 percent / toluene / 6.5 h / 100 °C

3.1: 92 percent / L-Selectride(R) / tetrahydrofuran / 5 h / 20 °C

4.1: 100 percent / NMO; TPAP / CH₂Cl₂ / 2 h / 0 °C

5.1: 49.9 percent / tetrahydrofuran / 3 h / -78 °C

6.1: 96 percent / iPr₂NEt / CH₂Cl₂ / 11 h / 60 °C

7.1: 92 percent / Red-Al(R) / toluene / 2 h / 0 °C

8.1: 93 percent / DMAP; pyridine / 1 h / 0 °C

9.1: OsO₄ / pyridine / 48 h / 0 °C

9.2: 30 percent / H₂S / tetrahydrofuran; hexane

10.1: 97 percent / CSA / CH₂Cl₂ / 8 h / 20 °C

11.1: 90 percent / K₂CO₃ / methanol / 12 h / 20 °C

12.1: 99 percent / NMO; TPAP / CH₂Cl₂ / 1 h / 0 °C

13.1: 92 percent / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

With pyridine; triethylsilane; dmap; sodium chlorite; sodium dihydrogenphosphate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; camphor-10-sulfonic acid; L-Selectride; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetone; toluene; tert-butyl alcohol; 2.1: Wittig reaction;
DOI:10.1021/ol062058+