6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester

Base Information

• Chemical Name: 6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester
• CAS No.: 221302-53-0
• Molecular Formula: C₃₀H₄₃NO₇Si
• Molecular Weight: 557.759
• Mol file: 221302-53-0.mol

Synonyms:6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester

Chemical Property of 6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester

There total 6 articles about 6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid 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: 84.0%

4-(tert-butyl-diphenyl-silanyloxymethyl)-5-(3-ethoxycarbonyl-2-oxo-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (221302-52-9) → 6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester (221302-53-0)

Guidance literature:

With acetic acid; In water;

DOI:10.1016/S0040-4039(98)02614-8

Reference yield:

tert-butyl [(1R)-2-(tert-butyldiphenylsilyloxy)-1-(hydroxymethyl)-ethyl]carbamate (198417-69-5) → 6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester (221302-53-0)

Guidance literature:

Multi-step reaction with 7 steps

1: Swern oxidation

3: 85 percent / PPTS

4: 1.) OsO₄, NMO; 2.) NaIO₄, silica gel

5: 77 percent / diethyl ether

6: 85 percent / PDC / CH₂Cl₂

7: 84 percent / AcOH / H₂O

With sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; N-methyl-2-indolinone; pyridinium p-toluenesulfonate; silica gel; acetic acid; In diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4039(98)02614-8

Reference yield:

4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester (221302-50-7) → 6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-3-oxo-heptanoic acid ethyl ester (221302-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / diethyl ether

2: 85 percent / PDC / CH₂Cl₂

3: 84 percent / AcOH / H₂O

With dipyridinium dichromate; acetic acid; In diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4039(98)02614-8

upstream raw materials:

4-(tert-butyl-diphenyl-silanyloxymethyl)-5-(3-ethoxycarbonyl-2-oxo-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

tert-butyl [(1R)-2-(tert-butyldiphenylsilyloxy)-1-(hydroxymethyl)-ethyl]carbamate

4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester

[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-pent-4-enyl]-carbamic acid tert-butyl ester

Downstream raw materials:

6-tert-butoxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-3,5-dihydroxy-heptanoic acid ethyl ester