(3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

Base Information

Chemical Name:(3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol
CAS No.:871483-76-0
Molecular Formula:C₂₈H₄₉NO₆SSi
Molecular Weight:555.852
Hs Code.:

Synonyms:(3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

Suppliers and Price of (3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

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 (3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

There total 10 articles about (3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-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: 78.0%

: 871483-64-6
(3S,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-1,2,3,5,7,7a-hexahydro-pyrano[3,4-b]pyrrol-3-ol

: 871483-76-0
(3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

Guidance literature:: With Wilkinson's catalyst; hydrogen;
DOI:10.1016/j.bmcl.2005.08.062

Reference yield:

: (2R,3S)-2-Hydroxymethyl-6-isobutoxy-3,6-dihydro-2H-pyran-3-ol

: 871483-76-0
(3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 2,6-lutidine / -5 °C

2: 96 percent / (COCl)2; DMSO; Et₃N / -78 °C

3: 96 percent / I₂; pyridine / CH₂Cl₂

4: 67 percent / NaBH₄; CeCl₃*7H₂O / methanol

5: 57 percent / DIAD; PPh₃ / tetrahydrofuran / 20 °C

6: 72 percent / n-BuLi / tetrahydrofuran / -78 °C

7: 96 percent / NaBH₄; CeCl₃*7H₂O / methanol

8: 78 percent / (PPh₃)3RhCl; H₂

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; Wilkinson's catalyst; n-butyllithium; cerium(III) chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; hydrogen; iodine; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 2: Swern oxidation / 4: Luche reduction / 5: Mitsunobu reaction / 7: Luche reduction;
DOI:10.1016/j.bmcl.2005.08.062

Reference yield:

: Acetic acid (2R,3S)-2-acetoxymethyl-6-isobutoxy-3,6-dihydro-2H-pyran-3-yl ester

: 871483-76-0
(3S,3aR,5S,7S,7aS)-5-Isobutoxy-1-(toluene-4-sulfonyl)-7-triisopropylsilanyloxymethyl-octahydro-pyrano[3,4-b]pyrrol-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1: K₂CO₃; MeOH

2: 2,6-lutidine / -5 °C

3: 96 percent / (COCl)2; DMSO; Et₃N / -78 °C

4: 96 percent / I₂; pyridine / CH₂Cl₂

5: 67 percent / NaBH₄; CeCl₃*7H₂O / methanol

6: 57 percent / DIAD; PPh₃ / tetrahydrofuran / 20 °C

7: 72 percent / n-BuLi / tetrahydrofuran / -78 °C

8: 96 percent / NaBH₄; CeCl₃*7H₂O / methanol

9: 78 percent / (PPh₃)3RhCl; H₂

With pyridine; 2,6-dimethylpyridine; methanol; sodium tetrahydroborate; Wilkinson's catalyst; n-butyllithium; cerium(III) chloride; oxalyl dichloride; di-isopropyl azodicarboxylate; hydrogen; iodine; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 3: Swern oxidation / 5: Luche reduction / 6: Mitsunobu reaction / 8: Luche reduction;
DOI:10.1016/j.bmcl.2005.08.062