(E)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-acetic acid

Base Information

• Chemical Name: (E)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-acetic acid
• CAS No.: 136537-12-7
• Molecular Formula: C₂HF₃O₂*C₃₄H₅₅NO₂Si
• Molecular Weight: 651.926
• Mol file: 136537-12-7.mol

Synonyms:

Chemical Property of (E)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-acetic acid

There total 28 articles about (E)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-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:

1-(tetrahydropyranyloxy)-4-pentyn (62992-46-5) → (Z)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-acetic acid (136537-12-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) n-BuLi / 1) hexane, THF, -15 deg C, 1 h, 2) HMPA, a) -15 deg C, 1 h, b) room temp., 17 h

2: p-TsOH * H₂O / methanol / 18 h / Ambient temperature

3: 84 percent / H₂, quinoline / 5percent Pd/BaSO₄ / ethanol / 760 Torr / Ambient temperature

4: pyridine / 19 h / 0 - 5 °C

5: LiBr / acetone / a) 1 h, reflux, b) 18 h, room temp.

6: 1) Mg, 2) CuI / 1) THF, 2) THF, a) 1 h, 0 deg C, b) 18 h, room temp.

7: CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; quinoline; copper(l) iodide; n-butyllithium; hydrogen; toluene-4-sulfonic acid; magnesium; lithium bromide; Pd-BaSO₄; In methanol; ethanol; dichloromethane; acetone;

Reference yield:

1-Bromononane (693-58-3) → (Z)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-acetic acid (136537-12-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) n-BuLi / 1) hexane, THF, -15 deg C, 1 h, 2) HMPA, a) -15 deg C, 1 h, b) room temp., 17 h

2: p-TsOH * H₂O / methanol / 18 h / Ambient temperature

3: 84 percent / H₂, quinoline / 5percent Pd/BaSO₄ / ethanol / 760 Torr / Ambient temperature

4: pyridine / 19 h / 0 - 5 °C

5: LiBr / acetone / a) 1 h, reflux, b) 18 h, room temp.

6: 1) Mg, 2) CuI / 1) THF, 2) THF, a) 1 h, 0 deg C, b) 18 h, room temp.

7: CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; quinoline; copper(l) iodide; n-butyllithium; hydrogen; toluene-4-sulfonic acid; magnesium; lithium bromide; Pd-BaSO₄; In methanol; ethanol; dichloromethane; acetone;

Reference yield:

tetradeca-4-yn-1-ol (88109-69-7) → (Z)-(2S,3R)-2-Amino-1-(tert-butyl-diphenyl-silanyloxy)-octadec-8-en-3-ol; compound with trifluoro-acetic acid (136537-12-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / H₂, quinoline / 5percent Pd/BaSO₄ / ethanol / 760 Torr / Ambient temperature

2: pyridine / 19 h / 0 - 5 °C

3: LiBr / acetone / a) 1 h, reflux, b) 18 h, room temp.

4: 1) Mg, 2) CuI / 1) THF, 2) THF, a) 1 h, 0 deg C, b) 18 h, room temp.

5: CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; quinoline; copper(l) iodide; hydrogen; magnesium; lithium bromide; Pd-BaSO₄; In ethanol; dichloromethane; acetone;

upstream raw materials:

(2S,3R,8Z)-2-N-tert-butoxycarbonyl-1-O-tert-butyldiphenylsilyl-8-sphingenine

trifluoroacetic acid

1-(tetrahydropyranyloxy)-4-pentyn

1-Bromononane

Downstream raw materials:

(2S,3R,8E,2'R)-2-N-(2'-acetoxyhexadecanoyl)-1-O-tert-butyldiphenylsilyl-8-sphingenine

(2S,3R,8Z,2'R)-2-N-(2'-acetoxyhexadecanoyl)-1-O-tert-butyldiphenylsilyl-8-sphingenine