2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester

Base Information

Chemical Name:2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester
CAS No.:713143-98-7
Molecular Formula:C₃₁H₄₃NO₆
Molecular Weight:525.686
Hs Code.:

Synonyms:2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester

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Chemical Property of 2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester

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Technology Process of 2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester

There total 7 articles about 2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl 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: 89.0%

: 713143-76-1
(3R,5R/S)-1-(4-methoxy-benzyloxy)-5-methyl-hept-6-en-3-ol

: 37553-65-4
Boc-N-Me-Phe-OH

: 713143-98-7
2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester

Guidance literature:: (3R,5R/S)-1-(4-methoxy-benzyloxy)-5-methyl-hept-6-en-3-ol; Boc-N-Me-Phe-OH; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

With dmap; In toluene;
DOI:10.1002/anie.200453663

Reference yield:

: 713143-72-7
(S)-1-(4-methoxy-benzyloxy)-5-methyl-hex-5-en-3-ol

: 713143-98-7
2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / imidazole; 4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h / 20 °C

2.1: BH₃*THF / tetrahydrofuran / 2 h / 0 °C

2.2: 95 percent / NaOH; H₂O₂ / H₂O / 2 h / 0 °C

3.1: 4-methylmorpholine N-oxide; molecular sieves 4 Angstroem; tetra-n-propylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

4.1: Zn; TiCl₄ / CH₂Cl₂ / 0.17 h / 20 °C

5.1: 0.235 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

6.1: Cl₃C₆H₂COCl; DIPEA / tetrahydrofuran

6.2: 89 percent / DMAP / toluene

With 1H-imidazole; dmap; tetrapropylammonium perruthennate; borane-THF; 4 A molecular sieve; tetrabutyl ammonium fluoride; titanium tetrachloride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200453663

Reference yield:

: 713143-73-8
(S)-{1-[2-(4-methoxy-benzyloxy)-ethyl]-3-methyl-but-3-enyloxy}-triethylsilane

: 713143-98-7
2-(tert-butoxycarbonyl-methyl-amino)-(S)-3-phenyl-propionic acid 1-[2-(4-methoxybenzyloxy)-ethyl]-3-methyl-pent-4-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: BH₃*THF / tetrahydrofuran / 2 h / 0 °C

1.2: 95 percent / NaOH; H₂O₂ / H₂O / 2 h / 0 °C

2.1: 4-methylmorpholine N-oxide; molecular sieves 4 Angstroem; tetra-n-propylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

3.1: Zn; TiCl₄ / CH₂Cl₂ / 0.17 h / 20 °C

4.1: 0.235 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

5.1: Cl₃C₆H₂COCl; DIPEA / tetrahydrofuran

5.2: 89 percent / DMAP / toluene

With tetrapropylammonium perruthennate; borane-THF; 4 A molecular sieve; tetrabutyl ammonium fluoride; titanium tetrachloride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200453663