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

Base Information

Chemical Name:4-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2,6-dimethoxy-phenol
CAS No.:199851-14-4
Molecular Formula:C₃₉H₆₉NO₉Si₃
Molecular Weight:780.235
Hs Code.:

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

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

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

There total 11 articles about 4-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2,6-dimethoxy-phenol 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: 88.0%

: 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

: 199851-14-4
4-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2,6-dimethoxy-phenol

Guidance literature:: With camphor-10-sulfonic acid; In methanol; for 4h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10138-1

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 199851-14-4
4-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2,6-dimethoxy-phenol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 44 h / 0 - 20 °C

2: 88 percent / camphorsulphonic acid / methanol / 4 h / Ambient temperature

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; In methanol; dichloromethane;
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

: 199851-14-4
4-[(2R,3S,4R,5S)-3-Benzyloxy-2,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-6-nitro-hexyl]-2,6-dimethoxy-phenol

Guidance literature:: Multi-step reaction with 9 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

9: 88 percent / camphorsulphonic acid / methanol / 4 h / Ambient temperature

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; methanol; diethyl ether; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)10138-1