5,7-Dioxa-8,14-diaza-2-silapentadecan-15-oic acid, 13-(methoxycarbonyl)-2,2-dimethyl-8-(1-oxohexadecyl)-, phenylmethyl ester, (13S)-

Base Information

• Chemical Name: 5,7-Dioxa-8,14-diaza-2-silapentadecan-15-oic acid, 13-(methoxycarbonyl)-2,2-dimethyl-8-(1-oxohexadecyl)-, phenylmethyl ester, (13S)-
• CAS No.: 188743-80-8
• Molecular Formula: C37H66N2O7Si
• Molecular Weight: 679.026
• Mol file: 188743-80-8.mol

Synonyms:

Chemical Property of 5,7-Dioxa-8,14-diaza-2-silapentadecan-15-oic acid, 13-(methoxycarbonyl)-2,2-dimethyl-8-(1-oxohexadecyl)-, phenylmethyl ester, (13S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,7-Dioxa-8,14-diaza-2-silapentadecan-15-oic acid, 13-(methoxycarbonyl)-2,2-dimethyl-8-(1-oxohexadecyl)-, phenylmethyl ester, (13S)-

There total 4 articles about 5,7-Dioxa-8,14-diaza-2-silapentadecan-15-oic acid, 13-(methoxycarbonyl)-2,2-dimethyl-8-(1-oxohexadecyl)-, phenylmethyl 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%

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) + (S)-2-Benzyloxycarbonylamino-6-(hexadecanoyl-hydroxy-amino)-hexanoic acid methyl ester (171287-53-9) → (S)-2-Benzyloxycarbonylamino-6-[hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-hexanoic acid methyl ester (188743-80-8)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In toluene; at 60 - 70 ℃; for 48h;

DOI:10.1021/ja963968x

Reference yield:

(S)-2-Benzyloxycarbonylamino-6-hydroxyamino-hexanoic acid methyl ester (157505-72-1) → (S)-2-Benzyloxycarbonylamino-6-[hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-hexanoic acid methyl ester (188743-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃ / CH₂Cl₂ / 14 h / Ambient temperature

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

With dmap; dipropylethylamine; sodium hydrogencarbonate; In dichloromethane; toluene;

DOI:10.1021/jo980063o

Reference yield:

C18H26N2O5 (157505-71-0) → (S)-2-Benzyloxycarbonylamino-6-[hexadecanoyl-(2-trimethylsilanyl-ethoxymethoxy)-amino]-hexanoic acid methyl ester (188743-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂OH*HCl / methanol / 0.17 h / 40 °C

2: 71 percent / NaHCO₃ / CH₂Cl₂ / 3 h / Ambient temperature

3: 91 percent / N,N-diisopropylethylamine, 4-(dimethylamino)pyridine / toluene / 48 h / 60 - 70 °C

With dmap; hydroxylamine hydrochloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; toluene;

DOI:10.1021/ja963968x

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

(S)-2-Benzyloxycarbonylamino-6-(hexadecanoyl-hydroxy-amino)-hexanoic acid methyl ester

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

n-hexadecanoyl chloride

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 methyl ester

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