(2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol

Base Information

Chemical Name:(2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol
CAS No.:799560-32-0
Molecular Formula:C₂₆H₃₁NO₅S
Molecular Weight:469.602
Hs Code.:

Synonyms:(2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol

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Chemical Property of (2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol

Chemical Property:

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Technology Process of (2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol

There total 5 articles about (2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol 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: 87.0%

: 799560-01-3
(2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylthio)-2-pentanol

: 799560-32-0
(2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0268456

Reference yield:

: 154428-47-4
(2R,3R)-trans-2,3-epoxy-5-phenyl-1-pentanol

: 799560-32-0
(2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / Ti(O-i-Pr)4 / CH₂Cl₂ / 20 °C

2: 93 percent / H₂ / Pd(OH)2/C / ethyl acetate / 20 °C

3: 92 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / 20 h / Heating

4: 87 percent / Et₃N / methanol / 4 h / Heating

5: 87 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; di-isopropyl azodicarboxylate; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium dihydroxide; In methanol; dichloromethane; chloroform; ethyl acetate; 3: Mitsunobu cyclization;
DOI:10.1021/jo0268456

Reference yield:

: 154079-56-8
(2S,3S)-3-diphenylmethylamino-5-phenyl-1,2-pentanediol

: 799560-32-0
(2S,3S)-3-(tert-butoxycarbonylamino)-5-phenyl-1-(2-naphthylsulfonyl)-2-pentanol

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / H₂ / Pd(OH)2/C / ethyl acetate / 20 °C

2: 92 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / 20 h / Heating

3: 87 percent / Et₃N / methanol / 4 h / Heating

4: 87 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

With di-isopropyl azodicarboxylate; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium dihydroxide; In methanol; dichloromethane; chloroform; ethyl acetate; 2: Mitsunobu cyclization;
DOI:10.1021/jo0268456