Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

• Chemical Name: Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
• CAS No.: 781657-65-6
• Molecular Formula: C₂₈H₂₈O₆S
• Molecular Weight: 492.593
• Mol file: 781657-65-6.mol

Synonyms:

Chemical Property of Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 10 articles about Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 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:

3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose (22331-19-7) → Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (781657-65-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 95 percent / dimethylsulfoxide

2.1: 97 percent / sodium isopropoxide / propan-2-ol

3.1: H₂SO₄ / H₂O

3.2: 65 percent / pyridine

4.1: 64 percent / BF₃

5.1: 97 percent / NaOMe / methanol

6.1: pTsOH

7.1: pyridine

With sulfuric acid; boron trifluoride; sodium methylate; sodium isopropylate; toluene-4-sulfonic acid; In pyridine; methanol; water; dimethyl sulfoxide; isopropyl alcohol;

Reference yield:

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol (22529-61-9) → Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (781657-65-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: pyridine

2.1: 95 percent / dimethylsulfoxide

3.1: 97 percent / sodium isopropoxide / propan-2-ol

4.1: H₂SO₄ / H₂O

4.2: 65 percent / pyridine

5.1: 64 percent / BF₃

6.1: 97 percent / NaOMe / methanol

7.1: pTsOH

8.1: pyridine

With sulfuric acid; boron trifluoride; sodium methylate; sodium isopropylate; toluene-4-sulfonic acid; In pyridine; methanol; water; dimethyl sulfoxide; isopropyl alcohol;

Reference yield:

3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose (18685-18-2) → Acetic acid (2R,4aS,7R,8S,8aR)-8-benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (781657-65-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: AcOH / H₂O

1.2: 65 percent / pyridine

2.1: NaOMe / methanol

3.1: pyridine

4.1: 95 percent / dimethylsulfoxide

5.1: 97 percent / sodium isopropoxide / propan-2-ol

6.1: H₂SO₄ / H₂O

6.2: 65 percent / pyridine

7.1: 64 percent / BF₃

8.1: 97 percent / NaOMe / methanol

9.1: pTsOH

10.1: pyridine

With sulfuric acid; boron trifluoride; sodium methylate; sodium isopropylate; toluene-4-sulfonic acid; acetic acid; In pyridine; methanol; water; dimethyl sulfoxide; isopropyl alcohol;

upstream raw materials:

acetic anhydride

(2R,4aS,7R,8R,8aR)-8-Benzyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose

(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol