(2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane

Base Information

Chemical Name:(2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane
CAS No.:186406-58-6
Molecular Formula:C₃₈H₄₈O₄Si
Molecular Weight:596.882
Hs Code.:

Synonyms:(2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane

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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 (2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane

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Technology Process of (2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane

There total 8 articles about (2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane 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: 94.0%

: 100-39-0
benzyl bromide

: 135840-26-5
(2R,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol

: 186406-58-6
(2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane

Guidance literature:: With potassium hydride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1016/0040-4039(91)80646-N

Reference yield:

: 122598-86-1,145842-05-3,135840-22-1
2-O-Benzyl-3-O-(tert-butyldiphenylsilyl)glyceraldehyde

: 186406-58-6
(2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -78 °C

2: 1.) KH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 3 h

3: 1.) thexylborane, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, -15 deg C, 2 h, 2.) THF, RT, 30 min

4: 1.) KH / 1.) THF, -15 deg C, 15 min, 2.) THF, RT, 2 h

With sodium hydroxide; thexylborane; boron trifluoride diethyl etherate; dihydrogen peroxide; potassium hydride; In dichloromethane;
DOI:10.1016/S0957-4166(96)00445-4

Reference yield:

: 135840-25-4
(2R,3S)-2-O-benzyl-1-O-tert-butyldiphenylsilyl-3-O,5-dimethyl-5-hexene-1,2,3-triol

: 186406-58-6
(2R,3S,5R)-2,6-dibenzyloxy-1-(tert-butyldiphenylsilyl)oxy-3-methoxy-5-methylhexane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) thexylborane, 2.) aq. H₂O₂, aq. NaOH / 1.) THF, -15 deg C, 2 h, 2.) THF, RT, 30 min

2: 1.) KH / 1.) THF, -15 deg C, 15 min, 2.) THF, RT, 2 h

With sodium hydroxide; thexylborane; dihydrogen peroxide; potassium hydride;
DOI:10.1016/S0957-4166(96)00445-4