4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester

Base Information

Chemical Name:4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester
CAS No.:146943-41-1
Molecular Formula:C₂₁H₃₀N₄O₅
Molecular Weight:418.493
Hs Code.:

Synonyms:4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester

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Chemical Property of 4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester

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Technology Process of 4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester

There total 7 articles about 4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl 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: 74.0%

: 50-01-1
guanidine hydrochloride

: 4-(4-Cyano-3-dimethoxymethyl-4-ethoxycarbonyl-butyl)-benzoic acid tert-butyl ester

: 146943-41-1
4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester

Guidance literature:: With potassium n-butoxide; In tetrahydrofuran; tert-butyl alcohol; Heating;
DOI:10.1021/jo00059a016

Reference yield:

: 65874-27-3
4-(tert-butoxycarbonyl)benzaldehyde

: 146943-41-1
4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / toluene / 1 h / Heating

2: 100 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 4 h

3: 99 percent / LiBH₄ / diethyl ether / 15 h / Ambient temperature

4: 87 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -60 °C

5: 1) t-BuOK / 1) THF, toluene, 10 min, 2) toluene, 0 deg C, 20 min

6: 1) CH₂Cl₂, molecular sieves 3A, UV, 0 - 5 deg C

7: 74 percent / 1 M BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / Heating

With lithium borohydride; oxalyl dichloride; potassium tert-butylate; hydrogen; potassium n-butoxide; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene; tert-butyl alcohol;
DOI:10.1021/jo00059a016

Reference yield:

: 146943-27-3
methyl 3-<4-(tert-butoxycarbonyl)phenyl>propenoate

: 146943-41-1
4-[3-(2,4-Diamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-4,4-dimethoxy-butyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 4 h

2: 99 percent / LiBH₄ / diethyl ether / 15 h / Ambient temperature

3: 87 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -60 °C

4: 1) t-BuOK / 1) THF, toluene, 10 min, 2) toluene, 0 deg C, 20 min

5: 1) CH₂Cl₂, molecular sieves 3A, UV, 0 - 5 deg C

6: 74 percent / 1 M BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / Heating

With lithium borohydride; oxalyl dichloride; potassium tert-butylate; hydrogen; potassium n-butoxide; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo00059a016