5,7-Dioxa-8-aza-2-silatetradecan-14-oic acid, 13-[[[(4S)-4,5-dihydro-2-(2-hydroxyphenyl)-4-oxazolyl]carbonyl]amino]-2 ,2-dimethyl-8-(1-oxohexadecyl)-, methyl ester, (13S)-

Base Information

• Chemical Name: 5,7-Dioxa-8-aza-2-silatetradecan-14-oic acid, 13-[[[(4S)-4,5-dihydro-2-(2-hydroxyphenyl)-4-oxazolyl]carbonyl]amino]-2 ,2-dimethyl-8-(1-oxohexadecyl)-, methyl ester, (13S)-
• CAS No.: 188743-83-1
• Molecular Formula: C39H67N3O8Si
• Molecular Weight: 734.062
• Mol file: 188743-83-1.mol

Synonyms:

Chemical Property of 5,7-Dioxa-8-aza-2-silatetradecan-14-oic acid, 13-[[[(4S)-4,5-dihydro-2-(2-hydroxyphenyl)-4-oxazolyl]carbonyl]amino]-2 ,2-dimethyl-8-(1-oxohexadecyl)-, methyl ester, (13S)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,7-Dioxa-8-aza-2-silatetradecan-14-oic acid, 13-[[[(4S)-4,5-dihydro-2-(2-hydroxyphenyl)-4-oxazolyl]carbonyl]amino]-2 ,2-dimethyl-8-(1-oxohexadecyl)-, methyl ester, (13S)-

There total 11 articles about 5,7-Dioxa-8-aza-2-silatetradecan-14-oic acid, 13-[[[(4S)-4,5-dihydro-2-(2-hydroxyphenyl)-4-oxazolyl]carbonyl]amino]-2 ,2-dimethyl-8-(1-oxohexadecyl)-, methyl ester, (13S)- 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: 91.0%

(4S)-2-[2-hydroxyphenyl]-Δ2-1,3-oxazoline-4-carboxylic acid (155880-02-7) + (S)-2-Amino-6-[hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-hexanoic acid methyl ester (370103-05-2) → (S)-6-[Hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-2-{[(S)-2-(2-hydroxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester (188743-83-1)

Guidance literature:

With dmap; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1021/jo980063o

Reference yield:

(S)-2-Benzyloxycarbonylamino-6-hydroxyamino-hexanoic acid methyl ester (157505-72-1) → (S)-6-[Hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-2-{[(S)-2-(2-hydroxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester (188743-83-1)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃ / CH₂Cl₂ / 14 h / Ambient temperature

2: 162 mg / Pr₂NEt, DMAP / toluene / 65 °C

3: H₂ / 10percent Pd-C / methanol / 3 h / 760 Torr

4: 91 percent / EDC-HCl, HOAt, DMAP / dimethylformamide / 3 h / Ambient temperature

With dmap; 1-hydroxy-7-aza-benzotriazole; dipropylethylamine; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo980063o

Reference yield:

(S)-2-Benzyloxycarbonylamino-6-(hexadecanoyl-hydroxy-amino)-hexanoic acid methyl ester (171287-53-9) → (S)-6-[Hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-2-{[(S)-2-(2-hydroxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid methyl ester (188743-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 162 mg / Pr₂NEt, DMAP / toluene / 65 °C

2: H₂ / 10percent Pd-C / methanol / 3 h / 760 Torr

3: 91 percent / EDC-HCl, HOAt, DMAP / dimethylformamide / 3 h / Ambient temperature

With dmap; 1-hydroxy-7-aza-benzotriazole; dipropylethylamine; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo980063o

upstream raw materials:

(4S)-2-[2-hydroxyphenyl]-Δ²-1,3-oxazoline-4-carboxylic acid

(S)-2-Amino-6-[hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-hexanoic acid methyl ester

(2-trimethylethylsilylethoxy)methyl chloride

(S)-2-Benzyloxycarbonylamino-6-hydroxyamino-hexanoic acid methyl ester

Downstream raw materials:

(S)-6-[Hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-2-{[(S)-2-(2-hydroxy-phenyl)-4,5-dihydro-oxazole-4-carbonyl]-amino}-hexanoic acid