(3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone

Base Information

Chemical Name:(3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone
CAS No.:85539-97-5
Molecular Formula:C₂₄H₄₄O₄S₂Si
Molecular Weight:488.828
Hs Code.:

Synonyms:(3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone

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Chemical Property of (3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone

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Technology Process of (3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone

There total 5 articles about (3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone 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: 74.0%

: C₁₀H₁₇LiO₂S₂

: 85539-95-3,130695-70-4
(4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-5-methylcyclohex-2-en-1-one

: 85539-97-5
(3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone

Guidance literature:: In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃;
DOI:10.1016/S0040-4039(00)85703-2

Reference yield:

: 85539-94-2,95341-08-5,95341-09-6
(4SR,5SR)-4-carbethoxy-3-methoxy-5-methyl-1-<(trimethylsilyl)oxy>cyclohexene

: 85539-97-5
(3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiAlH₄, 2.) aq. NaOH / 1.) ether, from -78 deg C to -20 deg C, 2 h, 2.) RT, 1.5 h

2: triethylamine, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 27 h / Ambient temperature

3: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -78 deg C to -20 deg C, 135 min, 2.) -78 deg C, 7.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; triethylamine; In dichloromethane;
DOI:10.1021/jo00208a010

Reference yield:

: 95218-47-6,130695-73-7
(4R,5R)-4-Hydroxymethyl-5-methyl-cyclohex-2-enone

: 85539-97-5
(3RS,4RS,5RS)-4-<<(tert-butyldimethylsilyl)oxy>methyl>-3-methyl-5-<<3,3-(propylenedioxy)propyl>-1,3-dithian-2-yl>cyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 27 h / Ambient temperature

2: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -78 deg C to -20 deg C, 135 min, 2.) -78 deg C, 7.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; triethylamine; In dichloromethane;
DOI:10.1021/jo00208a010