(Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide

Base Information

• Chemical Name: (Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide
• CAS No.: 870862-73-0
• Molecular Formula: C₃₃H₅₉NO₃Si
• Molecular Weight: 545.922

Synonyms:(Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide

Chemical Property of (Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide

Chemical Property:

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Technology Process of (Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide

There total 5 articles about (Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide 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: 95.0%

(S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((Z)-octadec-9-enoylamino)-propionic acid methyl ester (727425-01-6) → (Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide (870862-73-0)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; ethanol; for 18h;

DOI:10.1016/j.bmcl.2004.03.076

Reference yield:

N-oleoyl-L-tyrosine methyl ester (727425-00-5) → (Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide (870862-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: DIEA; DMAP / 2 h

2: NaBH₄; CaCl₂ / ethanol; tetrahydrofuran / 18 h

With dmap; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; calcium chloride; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2004.05.023

Reference yield:

(Z)-9-octadecenoyl chloride (112-77-6) → (Z)-Octadec-9-enoic acid {(S)-2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-1-hydroxymethyl-ethyl}-amide (870862-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DIEA / CH₂Cl₂ / 4 h

2: DIEA; DMAP / 2 h

3: NaBH₄; CaCl₂ / ethanol; tetrahydrofuran / 18 h

With dmap; sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.05.023

upstream raw materials:

(S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((Z)-octadec-9-enoylamino)-propionic acid methyl ester

(Z)-9-octadecenoyl chloride

L-tyrosine methyl ester HCl

N-oleoyl-L-tyrosine methyl ester

Downstream raw materials:

Phosphoric acid di-tert-butyl ester (S)-2-((Z)-octadec-9-enoylamino)-3-[4-(pyridin-2-ylmethoxy)-phenyl]-propyl ester

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