methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

Base Information

Chemical Name:methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside
CAS No.:91312-72-0
Molecular Formula:C₂₀H₄₀O₃Si
Molecular Weight:356.621
Hs Code.:

Synonyms:methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

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Chemical Property of methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

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Technology Process of methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

There total 3 articles about methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside 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: 100.0%

: 91327-65-0
tert-Butyl-[(2S,4R,6S)-2-((E)-2-cyclohexyl-vinyl)-6-methoxy-tetrahydro-pyran-4-yloxy]-dimethyl-silane

: 91312-72-0
methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 2.66667h; under 760 Torr; Ambient temperature;
DOI:10.1021/jo00195a023

Reference yield:

: 91312-63-9
methyl 3-O-(tert-butyldimethylsilyl)-2,4-dideoxy-6-hydroxy-α-D-erythro-hexopyranoside

: 91312-72-0
methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1)oxalyl chloride/DMSO, 2) Et₃N / 1) -60 deg C, 15 min., 2) -60 deg C, 15 min.

2: 1) n-BuLi / in THF, 1) 0 deg C, 1h, 2) RT, 6h

3: 100 percent / H₂ / Pd-C / ethyl acetate / 2.67 h / 760 Torr / Ambient temperature

With n-butyllithium; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In ethyl acetate;
DOI:10.1021/jo00195a023

Reference yield:

: 91312-68-4
methyl 3-O-(tert-butyldimethylsilyl)-2,4-dideoxy-6-oxo-α-D-erythro-hexopyranoside

: 91312-72-0
methyl 3-O-(tert-butyldimethylsilyl)-2,4,6-trideoxy-6-(cyclohexylmethyl)-α-D-erythro-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1) n-BuLi / in THF, 1) 0 deg C, 1h, 2) RT, 6h

2: 100 percent / H₂ / Pd-C / ethyl acetate / 2.67 h / 760 Torr / Ambient temperature

With n-butyllithium; hydrogen; palladium on activated charcoal; In ethyl acetate;
DOI:10.1021/jo00195a023