(3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate

Base Information

Chemical Name:(3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate
CAS No.:1422466-73-6
Molecular Formula:C₂₃H₂₁ClO₉S
Molecular Weight:508.933
Hs Code.:

Synonyms:(3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate

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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-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate

Chemical Property:

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Technology Process of (3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate

There total 5 articles about (3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate 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%

: 1422466-72-5
(3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)shikimate

: 124-63-0
methanesulfonyl chloride

: 1422466-73-6
(3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate

Guidance literature:: With dmap; triethylamine; In ethyl acetate; at 0 ℃; for 1h;
DOI:10.1002/cjoc.201201000

Reference yield:

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

: 1422466-73-6
(3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / ethyl acetate / 10 h / 0 - 20 °C

2: triethylamine; dmap / ethyl acetate / 1 h / 0 °C

With dmap; triethylamine; In ethyl acetate;
DOI:10.1002/cjoc.201201000

Reference yield:

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

: 1422466-73-6
(3R,4S,5R)-methyl 5-O-benzoyl-3-O-(p-chlorobenzoyl)-4-O-methanesulfonylshikimate

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: triethylamine / ethyl acetate / 10 h / 0 - 20 °C

4: triethylamine; dmap / ethyl acetate / 1 h / 0 °C

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