[(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester
• CAS No.: 174511-55-8
• Molecular Formula: C₂₀H₂₈N₂O₆
• Molecular Weight: 392.452

Synonyms:[(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester

Chemical Property of [(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of [(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester

There total 3 articles about [(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic 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: 66.0%

[(E)-1-tert-Butoxymethyl-3-(4-[1,3]dioxolan-2-yl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester (155526-55-9) → [(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester (174511-55-8)

Guidance literature:

With pyridinium p-toluenesulfonate; In water; acetone; for 15h; Heating;

DOI:10.1021/ja953578v

Reference yield:

2-(tert-butoxycarbonylamino)-3-tert-butoxypropanal (174363-86-1) → [(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester (174511-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) K₂CO₃ / 1.) DMF, RT, 1.5 h, 2.) DMF, 95 deg C, 7 h

2: 66 percent / pyridinium p-toluenesulfonate / acetone; H₂O / 15 h / Heating

With pyridinium p-toluenesulfonate; potassium carbonate; In water; acetone;

DOI:10.1021/ja953578v

Reference yield:

methyl 2-(tert-butoxycarbonylamino)-3-tert-butoxypropanoate (174363-87-2) → [(E)-1-tert-Butoxymethyl-3-(4-formyl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester (174511-55-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / diisobutylaluminum hydride / toluene / 1 h / -60 °C

2: 1.) K₂CO₃ / 1.) DMF, RT, 1.5 h, 2.) DMF, 95 deg C, 7 h

3: 66 percent / pyridinium p-toluenesulfonate / acetone; H₂O / 15 h / Heating

With pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; In water; acetone; toluene;

DOI:10.1021/ja953578v

upstream raw materials:

[(E)-1-tert-Butoxymethyl-3-(4-[1,3]dioxolan-2-yl-2-nitro-phenyl)-allyl]-carbamic acid tert-butyl ester

2-(tert-butoxycarbonylamino)-3-tert-butoxypropanal

methyl 2-(tert-butoxycarbonylamino)-3-tert-butoxypropanoate

Downstream raw materials:

2-{[2-(4-tert-Butoxy-3-tert-butoxycarbonylamino-butyl)-5-decyl-phenyl]-methyl-amino}-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

[1-tert-Butoxymethyl-3-(4-decyl-2-methylamino-phenyl)-propyl]-carbamic acid tert-butyl ester

[3-(2-Amino-4-decyl-phenyl)-1-tert-butoxymethyl-propyl]-carbamic acid tert-butyl ester

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