1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate

Base Information

Chemical Name:1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate
CAS No.:252919-52-1
Molecular Formula:C₃₂H₃₉NO₅
Molecular Weight:517.665
Hs Code.:

Synonyms:1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate

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Chemical Property of 1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate

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Technology Process of 1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate

There total 5 articles about 1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate 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: 78.0%

: 252919-51-0
4-benzyl 1-tert-butyl (3S)-2-allyl-3-(dibenzylamino)butanedioate

: 252919-52-1
1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate

: (2S,3R)-2-Dibenzylamino-3-(3-hydroxy-propyl)-succinic acid 1-benzyl ester 4-tert-butyl ester

Guidance literature:: 4-benzyl 1-tert-butyl (3S)-2-allyl-3-(dibenzylamino)butanedioate; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃;

With sodium acetate; at 20 ℃; for 3h; Further stages.;
DOI:10.1021/jo016086b

Reference yield:

: 100-39-0
benzyl bromide

: 252919-52-1
1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / K₂CO₃ / dimethylformamide; dimethylsulfoxide / 50 °C

2.1: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

2.2: 75 percent / tetrahydrofuran / -78 - 30 °C

3.1: 9-BBN / tetrahydrofuran / 20 °C

3.2: 78 percent / aq. NaOAc; 33percent H₂O₂ / 3 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; potassium hexamethylsilazane; potassium carbonate; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo016086b

Reference yield:

: 252919-50-9
1-benzyl 4-tert-butyl (2S)-2-(dibenzylamino)butanedioate

: 252919-52-1
1-benzyl 4-tert-butyl (2S,3S)-2-(dibenzylamino)-3-(3-hydroxypropyl)butanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran; toluene / 1 h / -78 °C

1.2: 75 percent / tetrahydrofuran / -78 - 30 °C

2.1: 9-BBN / tetrahydrofuran / 20 °C

2.2: 78 percent / aq. NaOAc; 33percent H₂O₂ / 3 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; potassium hexamethylsilazane; In tetrahydrofuran; toluene;
DOI:10.1021/jo016086b