(2S)-2-[(TERT-BUTOXY)CARBONYLAMINO]-2-(2-NAPHTHYL)ACETIC ACID

Base Information

• Chemical Name: (2S)-2-[(TERT-BUTOXY)CARBONYLAMINO]-2-(2-NAPHTHYL)ACETIC ACID
• CAS No.: 1082750-59-1
• Molecular Formula: C17H19NO4
• Molecular Weight: 301.342
• Mol file: 1082750-59-1.mol

Synonyms:(2S)-2-[(TERT-BUTOXY)CARBONYLAMINO]-2-(2-NAPHTHYL)ACETIC ACID

Chemical Property of (2S)-2-[(TERT-BUTOXY)CARBONYLAMINO]-2-(2-NAPHTHYL)ACETIC ACID

Chemical Property:

• Melting Point: 77 - 78 °C (di-isopropyl ether)
• PSA: 75.63000
• LogP: 3.88110

Purity/Quality:

99% ^*data from raw suppliers

(2S)-2-[(TERT-BUTOXY)CARBONYLAMINO]-2-(2-NAPHTHYL)ACETICACID 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-[(TERT-BUTOXY)CARBONYLAMINO]-2-(2-NAPHTHYL)ACETIC ACID

There total 5 articles about (2S)-2-[(TERT-BUTOXY)CARBONYLAMINO]-2-(2-NAPHTHYL)ACETIC 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: 91.5%

(RS)-S-ethyl 2-(tert-butoxycarbonylamino)-2-(naphthalen-2-yl)ethanethioate (1393112-52-1) → (S)-2-(tert-butoxycarbonylamino)-2-(naphthalen-2-yl)ethanoic acid (1082750-59-1,93779-36-3) + C19H23NO3S

Guidance literature:

With Tri-n-octylamine; sodium hydroxide; subtilisin; In tert-butyl methyl ether; water; at 37 ℃; for 216h; pH=8; optical yield given as %ee; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.tetasy.2012.06.020

Reference yield:

C22H27NO6 → (S)-2-(tert-butoxycarbonylamino)-2-(naphthalen-2-yl)ethanoic acid (1082750-59-1,93779-36-3) + C19H23NO3S

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 1 h

2: Tri-n-octylamine; sodium hydroxide; subtilisin / tert-butyl methyl ether; water / 216 h / 37 °C / pH 8 / Resolution of racemate; Enzymatic reaction

With Tri-n-octylamine; sodium hydroxide; subtilisin; In dichloromethane; tert-butyl methyl ether; water;

DOI:10.1016/j.tetasy.2012.06.020

Reference yield:

C22H27NO6 → (S)-2-(tert-butoxycarbonylamino)-2-(naphthalen-2-yl)ethanoic acid (1082750-59-1,93779-36-3) + C19H23NO3S

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 1 h

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl alcohol / 40 °C

3: Tri-n-octylamine; sodium hydroxide; subtilisin / tert-butyl methyl ether; water / 216 h / 37 °C / pH 8 / Resolution of racemate; Enzymatic reaction

With Tri-n-octylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; subtilisin; In dichloromethane; tert-butyl methyl ether; water; isopropyl alcohol;

DOI:10.1016/j.tetasy.2012.06.020

upstream raw materials:

(RS)-S-ethyl 2-(tert-butoxycarbonylamino)-2-(naphthalen-2-yl)ethanethioate

(S)-S-ethyl 2-(tert-butoxycarbonylamino)-2-(naphthalen-2-yl)ethanethioate

Dl-2-t-butoxycarbonylamino-2-(2-naphthyl)-acetic acid

Downstream raw materials:

(S,S)-1-[4-(4-acetyl-phenoxy)-benzyl]-6-(4-amino-butyl)-3-naphthalen-2-ylmethyl-piperazine-2,5-dione hydrochloride

C₃₇H₄₈BrN₃O₇

C₂₆H₂₉N₃O₃

C₄₂H₅₂N₄O₇

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