(2aR,3S,5R,5aS,8S,8aS,8bS)-methyl 3,5-<(S)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

Base Information

Chemical Name:(2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate
CAS No.:138175-80-1
Molecular Formula:C₂₈H₄₀O₇Si
Molecular Weight:516.707
Hs Code.:

(2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

Synonyms:

Suppliers and Price of (2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

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 (2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

There total 38 articles about (2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate 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: 66.0%

: 145745-99-9,145840-62-6,145840-75-1
(2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-pivaloyloxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

: 138175-80-1,145840-56-8,145840-63-7
(2aR*,3S*,5R*,5aS*,8S*,8aS*,8bS*)-methyl 3,5-<(S*)-benzylidenedioxy>-8-tert-butyldimethylsiloxyl-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

Guidance literature:: With lithium hydroxide; In ethanol; water; at 60 ℃; for 5h;
DOI:10.1039/P19920002735

Reference yield:

: 145745-77-3
(Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate

: 138175-80-1,145840-56-8,145840-63-7
(2aS,3R,5S,5aR,8S,8aR,8bR)-methyl 3,5-<(R)-benzylidenedioxy>-8-tert-butyldimethylsiloxy-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: 60 percent / KH

3: pTSA / H₂O; acetonitrile / 5.5 h / 55 °C

4: 89 percent / pyridine, DMAP / 45 °C

5: 96 percent / NaBH₄ / tetrahydrofuran; methanol

6: 1) MeI / 2) DBU / 1) CH₃CN, reflux

7: 1) Hg(O₂CCF₃)2, 2) CH₃CO₃H / 1) TFA, AcOH, 10 min

8: 94 percent / PPTS / benzene / Heating

With pyridine; peracetic acid; dmap; sodium tetrahydroborate; mercury(II) trifluoroacetate; pyridinium p-toluenesulfonate; potassium hydride; methyl iodide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; water; acetonitrile; benzene;
DOI:10.1016/0040-4039(91)80785-5

Reference yield:

: (E)-2-{1-[2-(2,2-Dimethoxy-ethyl)-[1,3]dithian-2-yl]-2-tri-tert-butylsilanyloxy-ethoxymethyl}-3-(dimethyl-phenyl-silanyl)-acrylic acid methyl ester

: 138175-80-1,145840-56-8,145840-63-7
(2aS,3R,5S,5aR,8S,8aR,8bR)-methyl 3,5-<(R)-benzylidenedioxy>-8-tert-butyldimethylsiloxy-5a-(2'-hydroxyethyl)-4,5,5a,8,8a,8b-hexahydro-2H,3H-naphtho<1,8-bc>furan-2a-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

2: pTSA / H₂O; acetonitrile / 5.5 h / 55 °C

3: 89 percent / pyridine, DMAP / 45 °C

4: 96 percent / NaBH₄ / tetrahydrofuran; methanol

5: 1) MeI / 2) DBU / 1) CH₃CN, reflux

6: 1) Hg(O₂CCF₃)2, 2) CH₃CO₃H / 1) TFA, AcOH, 10 min

7: 94 percent / PPTS / benzene / Heating

With pyridine; peracetic acid; dmap; sodium tetrahydroborate; mercury(II) trifluoroacetate; pyridinium p-toluenesulfonate; methyl iodide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; water; acetonitrile; benzene;
DOI:10.1016/0040-4039(91)80785-5