methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate

Base Information

• Chemical Name: methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate
• CAS No.: 1135347-07-7
• Molecular Formula: C₃₀H₄₃NO₆Si
• Molecular Weight: 541.76
• Mol file: 1135347-07-7.mol

Synonyms:methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate

Chemical Property of methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate

There total 2 articles about methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate 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-methoxy-3-methyl-1-trimethylsilyloxy-1,3-butadiene (73311-51-0) + methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(tert-butoxy)carbonylamino]propanoate (159846-14-7) → methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate (1135347-07-7) + methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate (1135346-90-5)

Guidance literature:

methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(tert-butoxy)carbonylamino]propanoate; With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With titanium(IV) dichlorodiisopropylate; In hexane; dichloromethane; at -78 ℃; for 0.0833333h; Inert atmosphere;

1-methoxy-3-methyl-1-trimethylsilyloxy-1,3-butadiene; In hexane; dichloromethane; at -78 - -20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.200800247

Reference yield:

1-methoxy-3-methyl-1-trimethylsilyloxy-1,3-butadiene (73311-51-0) + 2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsiloxy)propanal (259809-51-3) → methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate (1135347-07-7) + methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate (1135346-90-5) + methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate + methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; dimethylaluminum chloride; In dichloromethane; optical yield given as %ee; Inert atmosphere; Molecular sieve;

DOI:10.1002/adsc.200800247

Reference yield:

methyl 7-(diphenyl-tert-butylsilyl)oxy-5-hydroxy-3-methyl-6-tert-butoxycarbonylaminohept-2-enoate (1135347-07-7) → methyl 4-{4-[(diphenyl-tert-butylsilyl)oxymethyl]-2-oxooxazolidin-5-yl}-3-methylbut-2-enoate (1135346-91-6)

Guidance literature:

With 1,3-dichloro-1,1,3,3-tetrabutylstannoxane; In chlorobenzene; at 180 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/adsc.200800247

upstream raw materials:

1-methoxy-3-methyl-1-trimethylsilyloxy-1,3-butadiene

methyl (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[(tert-butoxy)carbonylamino]propanoate

2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsiloxy)propanal

Downstream raw materials:

methyl 4-{4-[(diphenyl-tert-butylsilyl)oxymethyl]-2-oxooxazolidin-5-yl}-3-methylbut-2-enoate