methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate

Base Information

• Chemical Name: methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate
• CAS No.: 103004-00-8
• Molecular Formula: C₁₈H₂₁N₅O₂
• Molecular Weight: 339.397

Synonyms:methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate

Chemical Property of methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate

Chemical Property:

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SDS file from LookChem

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Technology Process of methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate

There total 2 articles about methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate 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:

methyl 4-amino-4-deoxy-5,10-carbonyl-5,6,7,8-tetrahydro-8,10-dideazapteroate (103003-98-1) → methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate (103004-00-8)

Guidance literature:

With hydrogenchloride; borane; Yield given. Multistep reaction; 1.) THF, 22 deg C, 22 h, 2.) MeOH, 0 deg C;

DOI:10.1021/jm00159a039

Reference yield:

dimethyl 4-amino-4-deoxy-10-carboxytetrahydro-8,10-dideazapteroate (103003-97-0) → methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate (103004-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 0.75 h / 175 - 180 °C

2: 1.) 1 M BH₃, 2.) HCl (gas) / 1.) THF, 22 deg C, 22 h, 2.) MeOH, 0 deg C

With hydrogenchloride; borane;

DOI:10.1021/jm00159a039

Reference yield: 75.0%

methyl 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroate (103004-00-8) → 4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroic acid (103004-01-9)

Guidance literature:

With sodium hydroxide; In 2-methoxy-ethanol; water; 1.) 22 deg C, 6 h, 2.) 5 deg C, 15 h;

DOI:10.1021/jm00159a039

upstream raw materials:

methyl 4-amino-4-deoxy-5,10-carbonyl-5,6,7,8-tetrahydro-8,10-dideazapteroate

dimethyl 4-amino-4-deoxy-10-carboxytetrahydro-8,10-dideazapteroate

Downstream raw materials:

4-amino-4-deoxy-5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazapteroic acid

5,10-methylene-5,6,7,8-tetrahydro-8,10-dideazaminopterin

(S)-2-[4-(1,3-Diamino-5,6,6a,7,8,9-hexahydro-pyrimido[5,4-e]indolizin-8-yl)-benzoylamino]-pentanedioic acid diethyl ester

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