{[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Base Information

Chemical Name:{[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid
CAS No.:887628-10-6
Molecular Formula:C₂₅H₃₄N₄O₈S
Molecular Weight:550.633
Hs Code.:

{[2-<i>tert</i>-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

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Chemical Property of {[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

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Technology Process of {[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

There total 5 articles about {[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid 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:

: 18942-46-6,58290-35-0
N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine

: 887628-10-6
{[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 78 percent / 1-hydroxybenzotriazole hydrate; diisopropylcarbodiimide; ethyldiisopropylamine / molecular sieves / dimethylformamide / 1 h / 20 °C

2.1: lithium aluminium hydride / 1,2-dichloro-ethane; diethyl ether / 0.33 h / -30 - 0 °C

3.1: trimethylphosphine / tetrahydrofuran; toluene / 0 - 20 °C

3.2: molecular sieves / tetrahydrofuran; 1,2-dichloro-ethane / 0.5 h

3.3: 35 percent / NaCNBH₃ / methanol / 20 h

4.1: 85 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide / dimethylformamide / 30 h

5.1: 606 mg / LiOH / methanol; H₂O / 0.25 h

With lithium hydroxide; lithium aluminium tetrahydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; trimethylphosphane; molecular sieve; In tetrahydrofuran; methanol; diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2006.01.065

Reference yield:

: 877814-34-1
[2-(4-methoxy-benzylsulfanyl)-1-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

: 887628-10-6
{[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium hydride / 1,2-dichloro-ethane; diethyl ether / 0.33 h / -30 - 0 °C

2.1: trimethylphosphine / tetrahydrofuran; toluene / 0 - 20 °C

2.2: molecular sieves / tetrahydrofuran; 1,2-dichloro-ethane / 0.5 h

2.3: 35 percent / NaCNBH₃ / methanol / 20 h

3.1: 85 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide / dimethylformamide / 30 h

4.1: 606 mg / LiOH / methanol; H₂O / 0.25 h

With lithium hydroxide; lithium aluminium tetrahydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trimethylphosphane; In tetrahydrofuran; methanol; diethyl ether; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2006.01.065

Reference yield:

: 116430-17-2
[1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

: 887628-10-6
{[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propyl]-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylphosphine / tetrahydrofuran; toluene / 0 - 20 °C

1.2: molecular sieves / tetrahydrofuran; 1,2-dichloro-ethane / 0.5 h

1.3: 35 percent / NaCNBH₃ / methanol / 20 h

2.1: 85 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide / dimethylformamide / 30 h

3.1: 606 mg / LiOH / methanol; H₂O / 0.25 h

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trimethylphosphane; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2006.01.065