N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

Base Information

Chemical Name:N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol
CAS No.:109389-15-3
Molecular Formula:C₁₆H₂₅NO₄
Molecular Weight:295.379
Hs Code.:

Synonyms:N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

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Chemical Property of N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
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MSDS Files:: SDS file from LookChem

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Technology Process of N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

There total 13 articles about N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol 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:

: 124818-94-6,116246-06-1
ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

: 109389-15-3
N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

Guidance literature:: Multi-step reaction with 7 steps

1: i-Bu₂AlH, BF₃*OEt₂

2: N-chlorosuccinimide, Ph₃P

3: 2,6-lutidine

4: AgF, (C₅H₅)3P, allylpalladium chloride dimer / acetonitrile / 3 h / Ambient temperature

5: 1.) 9-borabicyclo<3.3.1>nonane 2.) 30percent H₂O₂, 6N NaOH / 1.) THF, RT, 20 h 2.) ethanol, RT, 30 min

6: Ba(OH)2 / ethanol; H₂O / 30 h / 80 °C

7: triethylamine / tetrahydrofuran / 20 h / Ambient temperature

With 2,6-dimethylpyridine; barium dihydroxide; sodium hydroxide; N-chloro-succinimide; 9-borabicyclo[3.3.1]nonane dimer; bis(η3-allyl-μ-chloropalladium(II)); (C₅H₅)3P; boron trifluoride diethyl etherate; dihydrogen peroxide; silver fluoride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; water; acetonitrile;
DOI:10.1016/S0040-4039(00)96439-6

Reference yield:

: 124818-81-1
(4S)-N-(tert-botoxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene

: 109389-15-3
N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-lutidine

2: AgF, (C₅H₅)3P, allylpalladium chloride dimer / acetonitrile / 3 h / Ambient temperature

3: 1.) 9-borabicyclo<3.3.1>nonane 2.) 30percent H₂O₂, 6N NaOH / 1.) THF, RT, 20 h 2.) ethanol, RT, 30 min

4: Ba(OH)2 / ethanol; H₂O / 30 h / 80 °C

5: triethylamine / tetrahydrofuran / 20 h / Ambient temperature

With 2,6-dimethylpyridine; barium dihydroxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; bis(η3-allyl-μ-chloropalladium(II)); (C₅H₅)3P; dihydrogen peroxide; silver fluoride; triethylamine; In tetrahydrofuran; ethanol; water; acetonitrile;
DOI:10.1016/S0040-4039(00)96439-6

Reference yield:

: 114671-09-9
N-(tert-butyldimethylsilyloxycarbonyl)-4-amino-1-chloro-5-phenyl-2-pentene

: 109389-15-3
N-(tert-Butyloxycarbonyl)-4(S)-amino-3(S)-hydroxy-5-phenylpentanol

Guidance literature:: Multi-step reaction with 4 steps

1: AgF, (C₅H₅)3P, allylpalladium chloride dimer / acetonitrile / 3 h / Ambient temperature

2: 1.) 9-borabicyclo<3.3.1>nonane 2.) 30percent H₂O₂, 6N NaOH / 1.) THF, RT, 20 h 2.) ethanol, RT, 30 min

3: Ba(OH)2 / ethanol; H₂O / 30 h / 80 °C

4: triethylamine / tetrahydrofuran / 20 h / Ambient temperature

With barium dihydroxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; bis(η3-allyl-μ-chloropalladium(II)); (C₅H₅)3P; dihydrogen peroxide; silver fluoride; triethylamine; In tetrahydrofuran; ethanol; water; acetonitrile;
DOI:10.1016/S0040-4039(00)96439-6