2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol

Base Information

Chemical Name:2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol
CAS No.:335151-13-8
Molecular Formula:C₂₈H₂₈F₃NO₅S
Molecular Weight:547.595
Hs Code.:

Synonyms:2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol

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Chemical Property of 2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol

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Technology Process of 2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol

There total 8 articles about 2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-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: 90.0%

: (3R,5S,6S)-3-(2-Benzyloxy-5-trifluoromethoxy-phenyl)-6-phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-9-ene

: 335151-13-8
2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; for 18h;
DOI:10.1021/ol006958g

Reference yield:

: 111047-54-2
(S)-methyl 2-((4-methylphenyl)sulfonamido)-2-phenylacetate

: 335151-13-8
2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / CeCl₃ / tetrahydrofuran / 2 h / -10 °C

2: 97 percent / NaH; DMPU / tetrahydrofuran / 20 °C

3: 56 percent / RuCl₂(P(Cy)3)2 / CHCl₃ / 4 h

4: 60 percent / Pd(OAc)2; Bu₄NCl; HCO₂K / LiCl; Et₃N / H₂O; dimethylformamide / 120 h / 40 °C

5: 90 percent / H₂ / Pd(OH)2/C / ethanol / 18 h

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; palladium diacetate; cerium(III) chloride; (bis(tricyclohexyl)phosphine)ruthenium(II) dichloride; tetrabutyl-ammonium chloride; hydrogen; potassium formate; sodium hydride; palladium dihydroxide; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; chloroform; water; N,N-dimethyl-formamide; 4: Heck reaction;
DOI:10.1021/ol006958g

Reference yield:

: 15028-39-4,13226-98-7
L-2-phenylglycine methyl ester hydrochloride

: 335151-13-8
2-[(3R,5R,6S)-6-Phenyl-7-(toluene-4-sulfonyl)-1-oxa-7-aza-spiro[4.5]dec-3-yl]-4-trifluoromethoxy-phenol

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / Et₃N / tetrahydrofuran / 16 h / 20 °C

2: 60 percent / CeCl₃ / tetrahydrofuran / 2 h / -10 °C

3: 97 percent / NaH; DMPU / tetrahydrofuran / 20 °C

4: 56 percent / RuCl₂(P(Cy)3)2 / CHCl₃ / 4 h

5: 60 percent / Pd(OAc)2; Bu₄NCl; HCO₂K / LiCl; Et₃N / H₂O; dimethylformamide / 120 h / 40 °C

6: 90 percent / H₂ / Pd(OH)2/C / ethanol / 18 h

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; palladium diacetate; cerium(III) chloride; (bis(tricyclohexyl)phosphine)ruthenium(II) dichloride; tetrabutyl-ammonium chloride; hydrogen; potassium formate; sodium hydride; triethylamine; palladium dihydroxide; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; chloroform; water; N,N-dimethyl-formamide; 5: Heck reaction;
DOI:10.1021/ol006958g