N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 144708-68-9
• Molecular Formula: C₂₇H₃₅Cl₃N₂O₄Si
• Molecular Weight: 586.03
• Mol file: 144708-68-9.mol

Synonyms:N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester

Chemical Property of N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester

There total 6 articles about N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl 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: 80.0%

2,2,2-trichloroethyloxycarbonylhydrazine (31434-96-5) + (S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoic acid → N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester (144708-68-9)

Guidance literature:

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; Ambient temperature;

DOI:10.1016/0040-4039(92)89014-4

Reference yield:

(S)-4-Hydroxy-6-methyl-hept-5-enoic acid → N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester (144708-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂O; acetic acid; diethyl ether

2: 94 percent / Et₃N, DMPA / CH₂Cl₂ / 0 deg C -> room temperature

3: 94 percent / LiOH, H₂O / tetrahydrofuran / 50 °C

4: 80 percent / DMAP, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl / CH₂Cl₂ / Ambient temperature

With dmap; lithium hydroxide; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid;

DOI:10.1016/0040-4039(92)89014-4

Reference yield:

(S)-5-5(2-methylprop-1-en-1-yl)dihydrofuran-2(3H)-one (100891-03-0) → N'-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-hept-5-enoyl]-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester (144708-68-9)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃, H₂O / methanol / Ambient temperature

2: H₂O; acetic acid; diethyl ether

3: 94 percent / Et₃N, DMPA / CH₂Cl₂ / 0 deg C -> room temperature

4: 94 percent / LiOH, H₂O / tetrahydrofuran / 50 °C

5: 80 percent / DMAP, 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl / CH₂Cl₂ / Ambient temperature

With dmap; lithium hydroxide; 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid;

DOI:10.1016/0040-4039(92)89014-4

upstream raw materials:

2,2,2-trichloroethyloxycarbonylhydrazine

(S)-5-5(2-methylprop-1-en-1-yl)dihydrofuran-2(3H)-one

(S)-4-Hydroxy-6-methyl-hept-5-enoic acid methyl ester

tert-butylchlorodiphenylsilane

Downstream raw materials:

[(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-isopropenyl-6-oxo-piperidin-1-yl]-carbamic acid 2,2,2-trichloro-ethyl ester

(5S,6R)-5-(tert-Butyl-diphenyl-silanyloxy)-6-isopropenyl-piperidin-2-one