(2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

Base Information

Chemical Name:(2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol
CAS No.:206661-13-4
Molecular Formula:C₁₉H₃₁NO₈
Molecular Weight:401.457
Hs Code.:

Synonyms:(2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

Suppliers and Price of (2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

There total 15 articles about (2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol 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:

: 134333-50-9
2,5-dimethoxy-3-nitrobenzaldehyde dimethyl acetal

: 206661-13-4
(2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

Guidance literature:: Multi-step reaction with 14 steps

1: 89 percent / TMSOTf / CH₂Cl₂ / 16 h / -78 °C

2: 1.) BH₃*SMe₂, 2.) 5M aq. NaOH, 30percent H₂O₂ / 1.) THF, from 0 deg C to RT, 18 h, 2.) THF, from 0 deg C to RT, 120 min

3: imidazole / diethyl ether; dimethylformamide / 0 °C

4: 2,6-di-tert-butylpyridine / CH₂Cl₂ / Ambient temperature

5: n-Bu₄NF / tetrahydrofuran

6: 95 percent / BCl₃*SMe₂ / CH₂Cl₂ / -78 - 0 °C

7: 99 percent / imidazole / dimethylformamide / 0 °C

8: 90 percent / HF*Pyr / tetrahydrofuran

9: 1.) (COCl)2, DMSO, 2.) Et₃N

10: 91 percent / CH₂Cl₂ / -78 °C

11: 1.) (COCl)2, DMSO, 2.) Et₃N

12: 90 percent / NaNH₂ / diethyl ether / 0 °C

13: 100 percent / 48percent aq. HF / acetonitrile / 1 h / Ambient temperature

14: 1.) BH₃, 2.) 3 M aq. NaOH, 30percent H₂O₂ / 1.) THF, -5 deg C, 45 min, 2.) THF, from 0 deg C to RT, 120 min

With 1H-imidazole; sodium hydroxide; 2,6-di-tert-butyl-pyridine; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; boron trichloride - methyl sulfide complex; hydrogen fluoride; borane; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridine hydrogenfluoride; sodium amide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja974318b

Reference yield:

: (2R,3R,E)-methyl 2-(benzyloxy)-3-(dimethyl(phenyl)silyl)hex-4-enoate

: 206661-13-4
(2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

Guidance literature:: Multi-step reaction with 14 steps

1: 89 percent / TMSOTf / CH₂Cl₂ / 16 h / -78 °C

2: 1.) BH₃*SMe₂, 2.) 5M aq. NaOH, 30percent H₂O₂ / 1.) THF, from 0 deg C to RT, 18 h, 2.) THF, from 0 deg C to RT, 120 min

3: imidazole / diethyl ether; dimethylformamide / 0 °C

4: 2,6-di-tert-butylpyridine / CH₂Cl₂ / Ambient temperature

5: n-Bu₄NF / tetrahydrofuran

6: 95 percent / BCl₃*SMe₂ / CH₂Cl₂ / -78 - 0 °C

7: 99 percent / imidazole / dimethylformamide / 0 °C

8: 90 percent / HF*Pyr / tetrahydrofuran

9: 1.) (COCl)2, DMSO, 2.) Et₃N

10: 91 percent / CH₂Cl₂ / -78 °C

11: 1.) (COCl)2, DMSO, 2.) Et₃N

12: 90 percent / NaNH₂ / diethyl ether / 0 °C

13: 100 percent / 48percent aq. HF / acetonitrile / 1 h / Ambient temperature

14: 1.) BH₃, 2.) 3 M aq. NaOH, 30percent H₂O₂ / 1.) THF, -5 deg C, 45 min, 2.) THF, from 0 deg C to RT, 120 min

With 1H-imidazole; sodium hydroxide; 2,6-di-tert-butyl-pyridine; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; boron trichloride - methyl sulfide complex; hydrogen fluoride; borane; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridine hydrogenfluoride; sodium amide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja974318b

Reference yield:

: 170707-51-4
(2R,3S,5S,6R)-6-(2,5-Dimethoxy-3-nitro-phenyl)-3,6-dimethoxy-5-methyl-hexane-1,2-diol

: 206661-13-4
(2S,3R,4S,6S,7R)-7-(2,5-Dimethoxy-3-nitro-phenyl)-4,7-dimethoxy-2,6-dimethyl-heptane-1,3-diol

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / imidazole / dimethylformamide / 0 °C

2: 90 percent / HF*Pyr / tetrahydrofuran

3: 1.) (COCl)2, DMSO, 2.) Et₃N

4: 91 percent / CH₂Cl₂ / -78 °C

5: 1.) (COCl)2, DMSO, 2.) Et₃N

6: 90 percent / NaNH₂ / diethyl ether / 0 °C

7: 100 percent / 48percent aq. HF / acetonitrile / 1 h / Ambient temperature

8: 1.) BH₃, 2.) 3 M aq. NaOH, 30percent H₂O₂ / 1.) THF, -5 deg C, 45 min, 2.) THF, from 0 deg C to RT, 120 min

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; hydrogen fluoride; borane; dihydrogen peroxide; pyridine hydrogenfluoride; sodium amide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja974318b