(S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol

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Chemical Name:(S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol
CAS No.:1054659-68-5
Molecular Formula:C₃₄H₄₅NO₉Si
Molecular Weight:639.818
Hs Code.:

Synonyms:(S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol

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Chemical Property of (S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol

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Technology Process of (S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol

There total 8 articles about (S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol 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: 83.0%

: 75-52-5
nitromethane

: 199851-10-0
(2R,4R,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxane-4-carbaldehyde

: 1054659-68-5
(S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.583333h;
DOI:10.1016/S0040-4039(97)10138-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1054659-68-5
(S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / CSA / benzene / 0.33 h / Ambient temperature

2: 87 percent / HgCl₂, HgO / acetonitrile; H₂O / 0.33 h / Ambient temperature

3: 83 percent / t-BuOK / tetrahydrofuran / 0.58 h / 0 °C

With camphor-10-sulfonic acid; potassium tert-butylate; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)10138-1

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 1054659-68-5
(S)-1-{(2R,4S,5S,6R)-5-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-benzyl]-2-phenyl-[1,3]dioxan-4-yl}-2-nitro-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / tetrahydrofuran / -78 - 0 °C

2: 1.) MsCl, Et₃N, 2.) LiAlH₄ / 1.) ether, 0 deg C, 30 min, 2.) ether, 0 deg C to r.t., 20 min

3: 86 percent / MgBr₂*OEt₂ / diethyl ether / 21 h / 0 - 20 °C

4: 100 percent / CSA / benzene / 0.33 h / Ambient temperature

5: 87 percent / HgCl₂, HgO / acetonitrile; H₂O / 0.33 h / Ambient temperature

6: 83 percent / t-BuOK / tetrahydrofuran / 0.58 h / 0 °C

With lithium aluminium tetrahydride; camphor-10-sulfonic acid; potassium tert-butylate; methanesulfonyl chloride; triethylamine; mercury dichloride; mercury(II) oxide; magnesium bromide; In tetrahydrofuran; diethyl ether; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)10138-1