1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol

Base Information

• Chemical Name: 1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol
• CAS No.: 769931-76-2
• Molecular Formula: C₃₂H₄₀O₈S
• Molecular Weight: 584.731

Synonyms:1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol

Chemical Property of 1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol

There total 3 articles about 1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol 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: 75.0%

(E)-3-Phenyl-acrylic acid (3aR,4S,5S,5aR,8aR,8bR)-5-(2,2-dimethyl-propionyloxy)-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl ester (769931-81-9) + thiophenol (108-98-5) → 1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol (769931-76-2)

Guidance literature:

thiophenol; With n-butyllithium; In hexane; at -10 ℃;

(E)-3-Phenyl-acrylic acid (3aR,4S,5S,5aR,8aR,8bR)-5-(2,2-dimethyl-propionyloxy)-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl ester; In tetrahydrofuran; hexane; at -10 ℃;

DOI:10.1039/b408467e

Reference yield:

2,2-Dimethyl-propionic acid (3aR,4R,5S,5aS,8aS,8bR)-5-hydroxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl ester → 1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol (769931-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DMAP; pyridine / CH₂Cl₂

2.1: BuLi / hexane / -10 °C

2.2: 75 percent / hexane; tetrahydrofuran / -10 °C

With pyridine; dmap; n-butyllithium; In hexane; dichloromethane;

DOI:10.1039/b408467e

Reference yield:

Cinnamoyl chloride (102-92-1,17082-09-6) → 1-L-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol (769931-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DMAP; pyridine / CH₂Cl₂

2.1: BuLi / hexane / -10 °C

2.2: 75 percent / hexane; tetrahydrofuran / -10 °C

With pyridine; dmap; n-butyllithium; In hexane; dichloromethane;

DOI:10.1039/b408467e

upstream raw materials:

(E)-3-Phenyl-acrylic acid (3aR,4S,5S,5aR,8aR,8bR)-5-(2,2-dimethyl-propionyloxy)-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl ester

thiophenol

Cinnamoyl chloride

Downstream raw materials:

(-)-3-(phenylthio)-3-phenylpropionic acid

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