methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

Base Information

Chemical Name:methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate
CAS No.:864064-32-4
Molecular Formula:C₈H₁₁ClO₅
Molecular Weight:222.625
Hs Code.:

Synonyms:methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

Suppliers and Price of methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

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

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Total 1 raw suppliers

Chemical Property of methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

There total 13 articles about methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-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: 64.0%

: 863983-64-6
methyl (4R,5S,6R)-6-chloro-4,5-dihydroxy-3-oxocyclohex-1-enecarboxylate

: 864064-32-4
methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

Guidance literature:: With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile;
DOI:10.1246/cl.2005.1062

Reference yield:

: 868526-03-8
(1R,4S,5R)-1,4-Dihydroxy-6-oxa-bicyclo[3.2.1]octane-3,7-dione

: 864064-32-4
methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 12 steps

1: toluene / Heating

2: N-chlorosuccinimide / dimethylformamide / 20 °C

3: 68 percent / NaBH₄

4: 67 percent / n-Bu₄NF

5: 30 percent / TsOH / CH₂Cl₂

6: 90 percent / methanol

7: 78 percent / Dess-Martin periodinane / CH₂Cl₂

8: 70 percent / trifluoroacetic acid / methanol

9: 71 percent / Et₃N

10: 65 percent / Martin's sulfrane / CH₂Cl₂

11: 100 percent / trifluoeoacetic acid / methanol

12: 64 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid

With sodium tetrahydroborate; N-chloro-succinimide; Martins sulfurane; tetrabutyl ammonium fluoride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1246/cl.2005.1062

Reference yield:

: 863983-57-7
(1S,3R,4R,5S,6S)-6-chloro-1,4,5-trihydroxycyclohexane-1,3-carbolactone

: 864064-32-4
methyl (3R,4S,5S,6R)-6-chloro-3,4,5-trihydroxycyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 30 percent / TsOH / CH₂Cl₂

2: 90 percent / methanol

3: 78 percent / Dess-Martin periodinane / CH₂Cl₂

4: 70 percent / trifluoroacetic acid / methanol

5: 71 percent / Et₃N

6: 65 percent / Martin's sulfrane / CH₂Cl₂

7: 100 percent / trifluoeoacetic acid / methanol

8: 64 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid

With Martins sulfurane; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; tetramethylammonium triacetoxyborohydride; In methanol; dichloromethane; acetic acid; acetonitrile;
DOI:10.1246/cl.2005.1062