(1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate

Base Information

Chemical Name:(1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate
CAS No.:1104383-73-4
Molecular Formula:C₁₁H₁₉BrO₄S
Molecular Weight:327.239
Hs Code.:

Synonyms:

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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 (1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate

Chemical Property:

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Technology Process of (1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate

There total 12 articles about (1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate 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:

: 1083308-98-8
(1S,6R)-2,2,5,5-tetramethyl-7-oxabicyclo[4.1.0]heptan-3-one

: 124-63-0
methanesulfonyl chloride

: 1104383-73-4
(1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate

: 1104383-72-3
(1S,6S)-6-bromo-2,2,5,5-tetramethyl-3-oxocyclohexyl methanesulfonate

Guidance literature:: (1S,6R)-2,2,5,5-tetramethyl-7-oxabicyclo[4.1.0]heptan-3-one; With titanium(IV) bromide; In dichloromethane; at 20 ℃; for 2h;

methanesulfonyl chloride; With triethylamine; In dichloromethane; at -10 - 0 ℃; for 5h;
DOI:10.3987/COM-08-S(N)117

Reference yield:

: 1083308-98-8
(1S,6R)-2,2,5,5-tetramethyl-7-oxabicyclo[4.1.0]heptan-3-one

: 865-47-4
potassium tert-butylate

: 1104383-73-4
(1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate

: 1104383-72-3
(1S,6S)-6-bromo-2,2,5,5-tetramethyl-3-oxocyclohexyl methanesulfonate

Guidance literature:: (1S,6R)-2,2,5,5-tetramethyl-7-oxabicyclo[4.1.0]heptan-3-one; With titanium(IV) bromide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

potassium tert-butylate; In tetrahydrofuran; water; at 20 ℃; for 2h; Overall yield = 82 %; Overall yield = 1.10 g; Inert atmosphere;
DOI:10.1002/hlca.201200393

Reference yield:

: (1S)-acetoxy-2,2,5,5-tetramethylcyclohex-3-ene

: 124-63-0
methanesulfonyl chloride

: 1104383-73-4
(1R,6R)-6-bromo-2,2,5,5-tetramethyl-4-oxocyclohexyl methanesulfonate

: 1432439-20-7
(1R,6R)-6-bromo-2,2,5,5-tetramethyl-3-oxocyclohexyl methanesulfonate

Guidance literature:: (1S)-acetoxy-2,2,5,5-tetramethylcyclohex-3-ene; With N-Bromosuccinimide; water; In water; acetone; at 20 ℃; for 168h; Inert atmosphere;

methanesulfonyl chloride; In dichloromethane; at -10 - 20 ℃; for 55.5h; Overall yield = 83 %; Overall yield = 2.21 g; Further stages; Inert atmosphere;
DOI:10.1002/hlca.201200393