1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate

Base Information

Chemical Name:1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate
CAS No.:191407-51-9
Molecular Formula:C₂₉H₃₇NO₉
Molecular Weight:543.614
Hs Code.:

Synonyms:1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate

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Chemical Property of 1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate

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Technology Process of 1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate

There total 4 articles about 1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)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: 91.0%

: 7693-46-1
4-Nitrophenyl chloroformate

: 191406-75-4
4-benzyl 1-tert-butyl (2S,3R)-2-(3-hydroxypropyl)-3-isobutylbutanedioate

: 191407-51-9
1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate

Guidance literature:: With 4-methyl-morpholine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm010127e

Reference yield:

: 100-39-0
benzyl bromide

: 191407-51-9
1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 62 percent / DBU / benzene / 4 h / Heating

2.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

2.2: 64 percent / aq. H₂O₂; AcONa / tetrahydrofuran / 0.33 h / 0 °C

3.1: 91 percent / NMM / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; 9-borabicyclo[3.3.1]nonane dimer; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jm010127e

Reference yield:

: 191406-74-3
(2R,3S)-3-(tert-butoxycarbonyl)-2-isobutylhex-5-enoic acid benzyl ester

: 191407-51-9
1-benzyl 4-tert-butyl (2R,3S)-2-isobutyl-3-(3-{[(4-nitrophenoxy)carbonyl]oxy}propyl)butanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

1.2: 64 percent / aq. H₂O₂; AcONa / tetrahydrofuran / 0.33 h / 0 °C

2.1: 91 percent / NMM / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm010127e