3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester

Base Information

Chemical Name:3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester
CAS No.:173601-19-9
Molecular Formula:C₂₀H₃₁NO₅
Molecular Weight:365.47
Hs Code.:

Synonyms:3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester

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Chemical Property of 3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester

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Technology Process of 3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester

There total 7 articles about 3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid 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: 84.0%

: 201230-82-2
carbon monoxide

: 173601-18-8
[(S)-1-(3-Bromo-phenyl)-4-hydroxy-butyl]-carbamic acid tert-butyl ester

: 71-36-3
butan-1-ol

: 173601-19-9
3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; In triethylamine; N,N-dimethyl-formamide; at 80 ℃; under 2068.6 Torr;
DOI:10.1016/0040-4039(95)01877-K

Reference yield:

: 3132-99-8
m-bromobenzoic aldehyde

: 173601-19-9
3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester

Guidance literature:: Multi-step reaction with 7 steps

2: 90 percent / CeCl₃ / tetrahydrofuran / -50 °C

3: 1.) BH₃*Me₂S, 2.) H₂O₂, NaOH / 1.) THF, -10 deg C

4: Pb(OAc)4

5: H₂O/HCl

6: 95 percent / Et₃N / tetrahydrofuran

7: 84 percent / Pd(Ph₃P)2Cl₂ / dimethylformamide; triethylamine / 80 °C / 2068.6 Torr

With lead(IV) acetate; hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; cerium(III) chloride; dimethylsulfide borane complex; water; dihydrogen peroxide; triethylamine; In tetrahydrofuran; triethylamine; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01877-K

Reference yield:

: 173601-17-7
(S)-4-Amino-4-(3-bromo-phenyl)-butan-1-ol

: 173601-19-9
3-((S)-1-tert-Butoxycarbonylamino-4-hydroxy-butyl)-benzoic acid butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Et₃N / tetrahydrofuran

2: 84 percent / Pd(Ph₃P)2Cl₂ / dimethylformamide; triethylamine / 80 °C / 2068.6 Torr

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In tetrahydrofuran; triethylamine; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01877-K