racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide

Base Information

• Chemical Name: racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide
• CAS No.: 113661-24-8
• Molecular Formula: C₂₅H₃₁NO₇
• Molecular Weight: 457.524
• Mol file: 113661-24-8.mol

Synonyms:racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide

Chemical Property of racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide

There total 32 articles about racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide 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:

(+/-)-2-methyl-4-pentenenitrile (89464-18-6) → trans-racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide (113661-24-8)

Guidance literature:

Multi-step reaction with 9 steps

3: 420 mg / ammonia / tetrahydrofuran; H₂O / -75 °C

4: 80 percent / sodium ethoxyde / ethanol / 1.5 h / 20 °C

5: 250 mg / 0.3M hydrochloric acid / H₂O / 3 h / Heating

6: 1.) di-isopropylethylamine / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, 18 deg C, 16 h

7: sodium hydride / tetrahydrofuran / 6 h / 18 °C

8: tetrahydrofuran / 0.75 h / 18 °C

9: tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 2.) 18 deg C, 12 h

With hydrogenchloride; ammonia; sodium ethanolate; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; water;

Reference yield:

(+/-)-2-methyl-4-pentenenitrile (89464-18-6) → cis-racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide (113661-24-8)

Guidance literature:

Multi-step reaction with 9 steps

3: 420 mg / ammonia / tetrahydrofuran; H₂O / -75 °C

4: 80 percent / sodium ethoxyde / ethanol / 1.5 h / 20 °C

5: 250 mg / 0.3M hydrochloric acid / H₂O / 3 h / Heating

6: 1.) di-isopropylethylamine / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, 18 deg C, 16 h

7: sodium hydride / tetrahydrofuran / 6 h / 18 °C

8: tetrahydrofuran / 0.75 h / 18 °C

9: tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 2.) 18 deg C, 12 h

With hydrogenchloride; ammonia; sodium ethanolate; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; water;

Reference yield:

(RS)-methyl 3-cyano-3-methylhex-5-enoate (113661-27-1) → cis-racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethylidene)-2-methylsuccinimide (113661-24-8)

Guidance literature:

Multi-step reaction with 8 steps

2: 420 mg / ammonia / tetrahydrofuran; H₂O / -75 °C

3: 80 percent / sodium ethoxyde / ethanol / 1.5 h / 20 °C

4: 250 mg / 0.3M hydrochloric acid / H₂O / 3 h / Heating

5: 1.) di-isopropylethylamine / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, 18 deg C, 16 h

6: sodium hydride / tetrahydrofuran / 6 h / 18 °C

7: tetrahydrofuran / 0.75 h / 18 °C

8: tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 2.) 18 deg C, 12 h

With hydrogenchloride; ammonia; sodium ethanolate; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; water;

upstream raw materials:

Phosphoric acid 4-allyl-1-benzyloxymethyl-4-methyl-2,5-dioxo-pyrrolidin-(3Z)-ylidenemethyl ester diethyl ester

Benzyloxymethyl chloride

(+-)-2-methyl-pent-4-enoic acid

ethyl 2-methyl-4-pentenoate

Downstream raw materials:

racemic-2-allyl-N-benzyloxymethyl-3-(2-methoxycarbonyl-2-t-butoxycarbonylethyl)-2-methylsuccinimide