2-[4-[(2-amino-5-formyl-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methylamino]benzoyl]aminopentanedioic acid

Base Information

Chemical Name:2-[4-[(2-amino-5-formyl-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methylamino]benzoyl]aminopentanedioic acid
CAS No.:54353-24-1
Molecular Formula:C₂₀H₂₃N₇O₇
Molecular Weight:473.445
Hs Code.:
Mol file:54353-24-1.mol

Synonyms:D-Glutamicacid, N-[4-[[(2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-(9CI); Pteroyl-D-glutamic acid

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Chemical Property of 2-[4-[(2-amino-5-formyl-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methylamino]benzoyl]aminopentanedioic acid

Chemical Property:

Density:1.68g/cm³

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

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Technology Process of 2-[4-[(2-amino-5-formyl-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methylamino]benzoyl]aminopentanedioic acid

There total 25 articles about 2-[4-[(2-amino-5-formyl-4-oxo-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methylamino]benzoyl]aminopentanedioic 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:

: 142811-49-2
N-<4-<<2(S)--3-<(2-amino-5-nitro-4(3H)-oxopyrimidin-6-yl)amino>propyl>amino>benzoyl>-L-glutamic acid

: 58-05-9,22350-60-3,54353-24-1,68538-85-2,73951-54-9
<6S>-N⁵-formyltetrahydrofolic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / aq. 1 M HCl / tetrahydrofuran / 2.5 h / 58 °C

2: 91 percent / hydrogen / 10percent Pd-C / dimethylformamide; aq. HCl / 25 h / 2327.2 Torr

4: 1,1'-carbonyl diimidazole / dimethylformamide

With hydrogenchloride; hydrogen; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; hydrogenchloride; N,N-dimethyl-formamide;
DOI:10.1021/jo00042a030

Reference yield:

: 142811-46-9
2-amino-6<<2'(R)-(benzylamino)-3'-hydroxypropyl>amino>-5-nitro-4(3H)-pyrimidinone

: 58-05-9,22350-60-3,54353-24-1,68538-85-2,73951-54-9
<6S>-N⁵-formyltetrahydrofolic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / 1 M aq. NaOH -> pH 9.5 / dioxane / 46 h / Ambient temperature

2: 5.01 g / Dess-Martin periodinane, AcOH / CH₂Cl₂ / 1.17 h / Ambient temperature

3: 2) NaBH₃CN / 1) DMF, 0 deg C, 5 min, 2) DMF, 0 deg C, 1 h

4: 98 percent / aq. 1 M HCl / tetrahydrofuran / 2.5 h / 58 °C

5: 91 percent / hydrogen / 10percent Pd-C / dimethylformamide; aq. HCl / 25 h / 2327.2 Torr

7: 1,1'-carbonyl diimidazole / dimethylformamide

With hydrogenchloride; sodium hydroxide; hydrogen; sodium cyanoborohydride; Dess-Martin periodane; acetic acid; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; hydrogenchloride; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00042a030

Reference yield:

: 142811-47-0
2-amino-6-<<2'(R)--3'-hydroxypropyl>amino>-5-nitro-4(3H)-pyrimidinone

: 58-05-9,22350-60-3,54353-24-1,68538-85-2,73951-54-9
<6S>-N⁵-formyltetrahydrofolic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 5.01 g / Dess-Martin periodinane, AcOH / CH₂Cl₂ / 1.17 h / Ambient temperature

2: 2) NaBH₃CN / 1) DMF, 0 deg C, 5 min, 2) DMF, 0 deg C, 1 h

3: 98 percent / aq. 1 M HCl / tetrahydrofuran / 2.5 h / 58 °C

4: 91 percent / hydrogen / 10percent Pd-C / dimethylformamide; aq. HCl / 25 h / 2327.2 Torr

6: 1,1'-carbonyl diimidazole / dimethylformamide

With hydrogenchloride; hydrogen; sodium cyanoborohydride; Dess-Martin periodane; acetic acid; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; hydrogenchloride; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00042a030