5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene

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Chemical Name:5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene
CAS No.:199851-13-3
Molecular Formula:C₄₅H₈₃NO₉Si₄
Molecular Weight:894.497
Hs Code.:

Synonyms:5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene

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Chemical Property of 5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene

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Technology Process of 5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene

There total 9 articles about 5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene 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: 91.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (2S,3S,4S,5R)-4-Benzyloxy-6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-1-nitro-hexane-2,3,5-triol

: 199851-13-3
5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 44h;
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

: 199851-13-3
5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene

Guidance literature:: Multi-step reaction with 8 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

7: 82 percent / ethanethiol, SnCl₂ / CH₂Cl₂ / 20 h / Ambient temperature

8: 91 percent / 2,6-lutidine / CH₂Cl₂ / 44 h / 0 - 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; camphor-10-sulfonic acid; potassium tert-butylate; methanesulfonyl chloride; triethylamine; ethanethiol; mercury dichloride; tin(ll) chloride; mercury(II) oxide; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)10138-1

Reference yield:

: 152401-16-6
[4-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl)-2,6-dimethoxy-phenoxy]-tert-butyl-dimethyl-silane

: 199851-13-3
5-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethoxy-benzene

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / MgBr₂*OEt₂ / diethyl ether / 21 h / 0 - 20 °C

2: 100 percent / CSA / benzene / 0.33 h / Ambient temperature

3: 87 percent / HgCl₂, HgO / acetonitrile; H₂O / 0.33 h / Ambient temperature

4: 83 percent / t-BuOK / tetrahydrofuran / 0.58 h / 0 °C

5: 82 percent / ethanethiol, SnCl₂ / CH₂Cl₂ / 20 h / Ambient temperature

6: 91 percent / 2,6-lutidine / CH₂Cl₂ / 44 h / 0 - 20 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; potassium tert-butylate; ethanethiol; mercury dichloride; tin(ll) chloride; mercury(II) oxide; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)10138-1