S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate

Base Information

• Chemical Name: S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate
• CAS No.: 1374151-49-1
• Molecular Formula: C₂₃H₃₆N₂O₅S
• Molecular Weight: 452.615
• Mol file: 1374151-49-1.mol

Synonyms:S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate

Chemical Property of S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate

There total 12 articles about S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate 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: 35.0%

S-2-acetamidoethyl 7-((3R,5R)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate (1374151-71-9) → S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate (1374151-49-1)

Guidance literature:

With pyridine; hydrogen fluoride; In water; acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol300707j

Reference yield:

methyl 7-aminoheptanoate hydrochloride (17994-94-4) → S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate (1374151-49-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 6 h / 20 °C / Inert atmosphere

3.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Inert atmosphere

4.1: pyridine; hydrogen fluoride / water; acetonitrile / 5 h / 20 °C / Inert atmosphere

With pyridine; dmap; hydrogen fluoride; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/ol300707j

Reference yield:

C31H57NO5Si2 → S-2-acetamidoethyl 7-((3R,5R)-3,5-dihydroxy-6-phenylhexanamido)heptanethioate (1374151-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Inert atmosphere

2: pyridine; hydrogen fluoride / water; acetonitrile / 5 h / 20 °C / Inert atmosphere

With pyridine; dmap; hydrogen fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; acetonitrile;

DOI:10.1021/ol300707j

upstream raw materials:

methyl 7-((3R,5R)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanoate

S-2-acetamidoethyl 7-((3R,5R)-3,5-bis(tert-butyldimethylsilyloxy)-6-phenylhexanamido)heptanethioate

tert-butyldimethyl((R)-1-((R)-oxiran-2-yl)-3-phenylpropan-2-yloxy)silane

(4S,6R)-6-(tert-butyldimethylsilyloxy)-7-phenylhept-1-en-4-ol