(S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester

Base Information

• Chemical Name: (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester
• CAS No.: 174638-40-5
• Molecular Formula: C₄₄H₄₉N₃O₅S₂
• Molecular Weight: 764.022
• Mol file: 174638-40-5.mol

Synonyms:

Chemical Property of (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester

There total 4 articles about (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl 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: 24.0%

N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal (149910-63-4) + (S)-2-[(5-Amino-naphthalene-1-carbonyl)-amino]-4-methylsulfanyl-butyric acid methyl ester (174638-33-6) → (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester (174638-40-5)

Guidance literature:

With 3 A molecular sieve; sodium cyanoborohydride; acetic acid; In methanol; for 24h;

DOI:10.1021/jm9701177

Reference yield:

Met-OMe (10332-17-9,874219-77-9) → (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester (174638-40-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / DCC, HOBT, Et₃N / CH₂Cl₂; dimethylformamide / 20 h

2: 90 percent / SnCl₂, EtOH / ethyl acetate / 0.5 h / 70 °C

3: 24 percent / NaCNBH₃, AcOH, 3 Angstroem sieves / methanol / 24 h

With ethanol; 3 A molecular sieve; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; tin(ll) chloride; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm9701177

Reference yield:

5-nitro-1-naphthoic acid (1975-44-6) → (S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid methyl ester (174638-40-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / DCC, HOBT, Et₃N / CH₂Cl₂; dimethylformamide / 20 h

2: 90 percent / SnCl₂, EtOH / ethyl acetate / 0.5 h / 70 °C

3: 24 percent / NaCNBH₃, AcOH, 3 Angstroem sieves / methanol / 24 h

With ethanol; 3 A molecular sieve; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; triethylamine; dicyclohexyl-carbodiimide; tin(ll) chloride; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm9701177

upstream raw materials:

N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal

(S)-2-[(5-Amino-naphthalene-1-carbonyl)-amino]-4-methylsulfanyl-butyric acid methyl ester

Met-OMe

5-nitro-1-naphthoic acid

Downstream raw materials:

(S)-2-{[5-((R)-2-tert-Butoxycarbonylamino-3-tritylsulfanyl-propylamino)-naphthalene-1-carbonyl]-amino}-4-methylsulfanyl-butyric acid