(3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester

Base Information

Chemical Name:(3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester
CAS No.:756869-53-1
Molecular Formula:C₃₈H₄₆N₂O₈S
Molecular Weight:690.858
Hs Code.:

Synonyms:(3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester

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Chemical Property of (3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester

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Technology Process of (3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester

There total 9 articles about (3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester 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: 97.0%

: 756869-51-9
tert-butyl 6-O-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenyl)-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate

: 756869-53-1
(3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; ethanol; at 20 ℃; for 12h;
DOI:10.1016/j.bmcl.2004.06.021

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 756869-53-1
(3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 81 percent / K₂CO₃ / dimethylformamide / 12 h / 100 °C

2: AcOH / 1,2-dichloro-ethane / 4 h / 20 °C

3: Na(OAc)3BH / 1,2-dichloro-ethane / 12 h

4: 94 percent / i-Pr₂NEt / dimethylformamide / 12 h / 90 °C

5: 95 percent / Pd(PPh₃)4; PhSiH₃ / CH₂Cl₂ / 1 h / 20 °C

6: 62 percent / K₂CO₃; 18-crown-6 / dimethylsulfoxide / 18 h / 80 °C

7: Fe; aq. NH₄Cl / ethanol / 1 h / 80 °C

8: pyridine / 1 h / 20 °C

9: 97 percent / HCl / tetrahydrofuran; ethanol / 12 h / 20 °C

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; phenylsilane; sodium tris(acetoxy)borohydride; iron; potassium carbonate; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.06.021

Reference yield:

: 135054-68-1
(3R,5S)-6-<(methylsulfonyl)oxy>-3,5-O-isopropylidene-3,5-dihydroxyhexanoic acid tert-butyl ester

: 756869-53-1
(3R,5S)-6-[4-(4-{[Benzyl-(3-methanesulfonylamino-2-methyl-phenyl)-amino]-methyl}-phenoxy)-phenoxy]-3,5-dihydroxy-hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / K₂CO₃; 18-crown-6 / dimethylsulfoxide / 18 h / 80 °C

2: Fe; aq. NH₄Cl / ethanol / 1 h / 80 °C

3: pyridine / 1 h / 20 °C

4: 97 percent / HCl / tetrahydrofuran; ethanol / 12 h / 20 °C

With pyridine; hydrogenchloride; 18-crown-6 ether; iron; potassium carbonate; ammonium chloride; In tetrahydrofuran; ethanol; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2004.06.021