4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

Base Information

Chemical Name:4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine
CAS No.:153887-02-6
Molecular Formula:C₂₃H₃₀NO₈P
Molecular Weight:479.467
Hs Code.:

4'-O-benzyl-N<sup>2</sup>-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

Synonyms:4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

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Chemical Property of 4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

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Technology Process of 4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

There total 12 articles about 4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine 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: 81.0%

: (S)-3-[4-Benzyloxy-3-(dimethoxy-phosphoryl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

: 153887-02-6
4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

Guidance literature:: With sodium hydroxide; In methanol; at 0 ℃; for 2h;
DOI:10.1002/hlca.19930760706

Reference yield:

: 623-05-2
(4-hydroxyphenyl)methanol

: 153887-02-6
4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

Guidance literature:: Multi-step reaction with 10 steps

1: 87 percent / 1H-imidazole / dimethylformamide / 48 h / Ambient temperature

3: 77 percent / LDA / tetrahydrofuran / 1 h / -78 °C

4: 1.) NaH; 2.) MgBr₂ / 1.) THF, 0 deg C, 30 min; 2.) DMF, 15 h, room temp.

5: 85 percent / Bu₄NF / tetrahydrofuran / 0.42 h / 20 °C

6: 96 percent / MnO₂ / tetrahydrofuran / 1.5 h / Ambient temperature

8: 77 percent / HCl (0.25N) / 100 h / Ambient temperature

9: Et₃N / CHCl₃ / 1.) 1 h, 0 deg C; 2.) 14 h, room temp.

10: 81 percent / NaOH (1N) / methanol / 2 h / 0 °C

With 1H-imidazole; hydrogenchloride; manganese(IV) oxide; sodium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; magnesium bromide; lithium diisopropyl amide; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19930760706

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 153887-02-6
4'-O-benzyl-N²-<(tert-butyloxy)carbonyl>-3-(dimethoxyphosphoryl)-L-tyrosine

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CHCl₃ / 1.) 1 h, 0 deg C; 2.) 14 h, room temp.

2: 81 percent / NaOH (1N) / methanol / 2 h / 0 °C

With sodium hydroxide; triethylamine; In methanol; chloroform;
DOI:10.1002/hlca.19930760706