(S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester

Base Information

Chemical Name:(S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester
CAS No.:96846-13-8
Molecular Formula:C₂₆H₃₅N₉O₅
Molecular Weight:553.621
Hs Code.:

Synonyms:(S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester

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Chemical Property of (S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester

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Technology Process of (S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester

There total 6 articles about (S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl 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: 79.0%

: 52853-40-4
6-bromomethyl-2,4-diaminopteridine hydrobromide

: 96845-98-6
(S)-4-tert-Butoxycarbonylamino-2-(4-methylamino-benzoylamino)-butyric acid ethyl ester

: 96846-13-8
(S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester

Guidance literature:: In N,N-dimethyl acetamide; for 144h;
DOI:10.1021/jm00146a008

Reference yield:

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

: 96846-13-8
(S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / NaOH / dioxane / 1 h / 50 - 55 °C

2: 1.) NH₃ (liq.), Na, 2.) (i-Pr)2NEt / 1.) -60 deg C, 10 min, 2.) H₂O, dioxane, RT, overnight

3: 83 percent / (i-Pr)2NEt / dimethylformamide / 120 h / 20 - 25 °C

4: 97 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr / Ambient temperature

5: 79 percent / N,N-dimethyl-acetamide / 144 h

With sodium hydroxide; ammonia; hydrogen; sodium; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1021/jm00146a008

Reference yield:

: 13558-07-1
N²-<(1,1-dimethylethoxy)carbonyl>-N⁴-<(4-methylphenyl)sulfonyl>-2,3-diaminobutanoic acid

: 96846-13-8
(S)-4-tert-Butoxycarbonylamino-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NH₃ (liq.), Na, 2.) (i-Pr)2NEt / 1.) -60 deg C, 10 min, 2.) H₂O, dioxane, RT, overnight

2: 83 percent / (i-Pr)2NEt / dimethylformamide / 120 h / 20 - 25 °C

3: 97 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr / Ambient temperature

4: 79 percent / N,N-dimethyl-acetamide / 144 h

With ammonia; hydrogen; sodium; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1021/jm00146a008