(3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate

Base Information

Chemical Name:(3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate
CAS No.:1422466-70-3
Molecular Formula:C₁₇H₂₀O₁₀S₂
Molecular Weight:448.472
Hs Code.:

Synonyms:(3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate

Chemical Property:

Purity/Quality:

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Technology Process of (3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate

There total 4 articles about (3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate 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: 97.0%

: 128428-83-1
(3R,4S,5R)-methyl 5-O-benzoylshikimate

: 124-63-0
methanesulfonyl chloride

: 1422466-70-3
(3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate

Guidance literature:: With dmap; triethylamine; In ethyl acetate; at 0 ℃; for 1.25h;
DOI:10.1002/cjoc.201201000

Reference yield:

: 352533-24-5
(3R,4S,5R)-methyl 3,4-O-thionylshikimate

: 1422466-70-3
(3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

2: hydrogenchloride / tetrahydrofuran; water / 5 h / 20 °C

3: triethylamine; dmap / ethyl acetate / 1.25 h / 0 °C

With hydrogenchloride; dmap; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1002/cjoc.201201000

Reference yield:

: 40983-58-2
methyl shikimate

: 1422466-70-3
(3R,4S,5R)-methyl 5-O-benzoyl-3,4-O-dimethanesulfonylshikimate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; thionyl chloride / ethyl acetate; dichloromethane / 13 h / 0 - 20 °C

2: triethylamine / dichloromethane / 4 h / 0 - 20 °C

3: hydrogenchloride / tetrahydrofuran; water / 5 h / 20 °C

4: triethylamine; dmap / ethyl acetate / 1.25 h / 0 °C

With hydrogenchloride; dmap; thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1002/cjoc.201201000