BOC-3-(3-BENZOTHIENYL)-DL-ALANINE

Base Information

• Chemical Name: BOC-3-(3-BENZOTHIENYL)-DL-ALANINE
• CAS No.: 74893-31-5
• Molecular Formula: C₁₆H₁₉NO₄S
• Molecular Weight: 321.397
• Hs Code.: 2934999090
• Mol file: 74893-31-5.mol

Synonyms:N-tert-Butoxycarbonyl-2-(3-benzothienyl)glycine

Chemical Property of BOC-3-(3-BENZOTHIENYL)-DL-ALANINE

Chemical Property:

• PSA: 107.36000
• LogP: 3.62610

Purity/Quality:

99% ^*data from raw suppliers

boc-3-(3-benzothienyl)-dl-alanine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-3-(3-BENZOTHIENYL)-DL-ALANINE

There total 1 articles about BOC-3-(3-BENZOTHIENYL)-DL-ALANINE 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:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + di-tert-butyl dicarbonate (24424-99-5) → 3-Benzo[b]thiophen-3-yl-2-(tert-butoxycarbonylamino)-propionic acid (74893-31-5)

Guidance literature:

With sodium carbonate; In water;

Reference yield:

3-Benzo[b]thiophen-3-yl-2-(tert-butoxycarbonylamino)-propionic acid (74893-31-5) → N-{2-Benzo[b]thiophen-3-yl-1-[(2-methoxy-benzylamino)-methyl]-ethyl}-2-(4-phenyl-piperazin-1-yl)-acetamide

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) carbonyldiimidazole / 1.) dioxane, a) RT, 2.5 h, b) 45 deg C, 30 min, 2.) dioxane, RT, 16 h

2: anisole, trifluoroacetic acid / H₂O / a) 0 deg C, 1 h, b) RT, 2.5 h

3: borane methyl sulfide complex / tetrahydrofuran / 2 h / Heating

4: dimethylformamide / 16 h / Ambient temperature

With dimethylsulfide borane complex; methoxybenzene; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm950616c

Reference yield:

3-Benzo[b]thiophen-3-yl-2-(tert-butoxycarbonylamino)-propionic acid (74893-31-5) → N-(1-{[Acetyl-(2-methoxy-benzyl)-amino]-methyl}-2-benzo[b]thiophen-3-yl-ethyl)-2-(4-phenyl-piperazin-1-yl)-acetamide

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) carbonyldiimidazole / 1.) dioxane, a) RT, 2.5 h, b) 45 deg C, 30 min, 2.) dioxane, RT, 16 h

2: anisole, trifluoroacetic acid / H₂O / a) 0 deg C, 1 h, b) RT, 2.5 h

3: borane methyl sulfide complex / tetrahydrofuran / 2 h / Heating

4: dimethylformamide / 16 h / Ambient temperature

5: diisopropylethylamine / tetrahydrofuran / Ambient temperature

With dimethylsulfide borane complex; methoxybenzene; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm950616c

upstream raw materials:

1,4-dioxane

di-tert-butyl dicarbonate

Downstream raw materials:

3-Benzo[b]thiophen-3-yl-2-tert-butoxycarbonylamino-propionic acid 3,5-bis-trifluoromethyl-benzyl ester

3-Benzo[b]thiophen-3-yl-N¹-(2-methoxy-benzyl)-propane-1,2-diamine

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