Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

Base Information

• Chemical Name: Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester
• CAS No.: 143653-59-2
• Molecular Formula: C₂₂H₂₂O₇S
• Molecular Weight: 430.478

Synonyms:Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

Chemical Property of Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

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Technology Process of Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

There total 3 articles about Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl 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:

benzoyl chloride (98-88-4) → Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (143653-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N, DMAP / CH₂Cl₂

2: pyridine, DMAP / CH₂Cl₂

With pyridine; dmap; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)74670-3

Reference yield:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) → Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (143653-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N, DMAP / CH₂Cl₂

2: pyridine, DMAP / CH₂Cl₂

With pyridine; dmap; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)74670-3

Reference yield:

phenylcarbonochloridothioate (1005-56-7) + 5-O-benzoyl-α-D-xylofuranose (6022-96-4) → Benzoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-6-phenoxythiocarbonyloxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (143653-59-2)

Guidance literature:

With pyridine; dmap; In dichloromethane; Yield given;

DOI:10.1016/S0040-4039(00)74670-3

upstream raw materials:

phenylcarbonochloridothioate

5-O-benzoyl-α-D-xylofuranose

benzoyl chloride

1,2-O-isopropylidene-α-D-xylose

Downstream raw materials:

[(3aR,5S,6aR)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl benzoate

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