ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

Base Information

Chemical Name:ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside
CAS No.:904300-32-9
Molecular Formula:C₂₄H₃₄O₄SSi
Molecular Weight:446.683
Hs Code.:

Synonyms:ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

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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 ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

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Technology Process of ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

There total 2 articles about ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-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:

: tert-Butyl-((3aS,4R,6S,7aS)-4-ethylsulfanyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy)-diphenyl-silane

: 904300-32-9
ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

Guidance literature:: With trifluoroacetic acid; In acetic acid; at 0 ℃; for 2h;
DOI:10.1016/j.carres.2006.03.015

Reference yield:

: 316188-13-3
ethyl 6-O-[(tert-butyl)diphenylsilyl]-2,3-di-O-isopropylidene-1-thio-α-D-mannopyranoside

: 904300-32-9
ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,1'-thiocarbonyldiimidazole / CH₂Cl₂ / 10 h / Heating

1.2: Bu₃SnH; AIBN / benzene / 0.17 h / Heating

2.1: 140 mg / aq. TFA / acetic acid / 2 h / 0 °C

With 1,1'-Thiocarbonyldiimidazole; trifluoroacetic acid; In dichloromethane; acetic acid; 1.2: Barton-McCombie deoxygenation;
DOI:10.1016/j.carres.2006.03.015

Reference yield: 54.0%

: 904300-32-9
ethyl 4-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-α-D-lyxo-hexopyranoside

: 67773-43-7
2,3,4,6-tetra-O-benzyl-α/β-D-glucopyranosyl bromide

: 904300-34-1
(2R,3S,4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-ethylsulfanyl-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-ol

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 36h;
DOI:10.1016/j.carres.2006.03.015