(3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

Base Information

Chemical Name:(3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate
CAS No.:1422466-68-9
Molecular Formula:C₁₆H₂₀O₉S₂
Molecular Weight:420.461
Hs Code.:

Synonyms:(3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

Suppliers and Price of (3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

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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 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

Chemical Property:

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Technology Process of (3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

There total 4 articles about (3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate 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: 86.0%

: 208720-47-2
methyl (3S,4R,5R)-3,4-dihydroxy-5-(mesyloxy)cyclohex-1-ene-1-carboxylate

: 98-59-9
p-toluenesulfonyl chloride

: 1422466-68-9
(3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1002/cjoc.201201000

Reference yield:

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

: 1422466-68-9
(3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

2: hydrogenchloride / tetrahydrofuran / 1 h / 20 °C

3: pyridine / dichloromethane / 8 h / 20 °C

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

Reference yield:

: 40983-58-2
methyl shikimate

: 1422466-68-9
(3R,4S,5R)-methyl 4-hydroxy-5-methanesulfonyloxy-3-tosyloxycyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: hydrogenchloride / tetrahydrofuran / 1 h / 20 °C

4: pyridine / dichloromethane / 8 h / 20 °C

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