(3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

Base Information

Chemical Name:(3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one
CAS No.:828915-96-4
Molecular Formula:C₅₃H₅₀O₅
Molecular Weight:766.977
Hs Code.:

Synonyms:(3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

Suppliers and Price of (3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

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 (3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

There total 13 articles about (3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one 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: 61.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 828915-95-3
(3aR,4S,7aR)-5-((S)-1-Methyl-4-trityloxy-butyl)-4-trimethylsilanyloxy-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

: 828915-96-4
(3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

Guidance literature:: formaldehyd; (3aR,4S,7aR)-5-((S)-1-Methyl-4-trityloxy-butyl)-4-trimethylsilanyloxy-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one; With sodium hydride; In tetrahydrofuran; at 100 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1002/ejoc.200500739

Reference yield:

: (3aR,4S,7aR)-3-Methylene-5-((S)-1-methyl-4-trityloxy-butyl)-4-trimethylsilanyloxy-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

: 828915-96-4
(3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;
DOI:10.1002/anie.200460936

Reference yield:

: 76-83-5
trityl chloride

: 828915-96-4
(3aS,4S,7aR)-4-Hydroxy-3-methylene-5-((S)-1-methyl-4-trityloxy-butyl)-6-trityloxymethyl-3a,4,7,7a-tetrahydro-3H-benzofuran-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / DMAP; pyridine / CH₂Cl₂ / 40 h / 20 °C

2.1: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3.5 h / 20 °C

3.1: 96 percent / TBAF; HOAc / tetrahydrofuran / 26 h / 20 °C

4.1: 90 percent / Red-Al / CH₂Cl₂; toluene / -20 - 20 °C

5.1: TBAF; 4 Angstroem molecular sieves / tetrahydrofuran / 4 h / Heating

5.2: 99 percent / KF; NaHCO₃; H₂O₂ / H₂O; tetrahydrofuran; methanol / 1 h / Heating

6.1: 75 percent / TEMPO; bis(acetoxy)iodobenzene / CH₂Cl₂ / 20 °C

7.1: 96 percent / imidazole / CH₂Cl₂ / 0.5 h / 20 °C

8.1: NaH / tetrahydrofuran / 100 °C

8.2: 61 percent / TBAF / tetrahydrofuran / 0.33 h / 0 °C

With pyridine; 1H-imidazole; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; Dess-Martin periodane; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene; 2.1: Dess-Martin oxidation / 5.2: modified Tamao-Fleming oxidation;
DOI:10.1002/ejoc.200500739