methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

Base Information

Chemical Name:methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate
CAS No.:438547-24-1
Molecular Formula:C₂₉H₃₉NO₉Si
Molecular Weight:573.715
Hs Code.:

Synonyms:methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

Suppliers and Price of methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

There total 6 articles about methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate 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: 90.0%

: 438547-23-0
methyl 3-benzyloxy-4-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethynyl-5-nitrobenzoate

: 438547-24-1
methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

Guidance literature:: methyl 3-benzyloxy-4-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethynyl-5-nitrobenzoate; With pyrrolidine; In benzene; at 20 ℃; for 1h;

With acetic acid; In benzene; at 20 ℃; for 4h;
DOI:10.1021/jo049862z

Reference yield:

: 73346-74-4
(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol

: 438547-24-1
methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 2 h / 20 °C

1.2: 76 percent / tetrahydrofuran / 1.5 h / 0 °C

2.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 20 °C

3.1: 31.6 g / K₂CO₃ / methanol / 0 - 20 °C

4.1: 83 percent / Ph₃P; Pd(OAc)2; Et₃N / tetrahydrofuran / 2 h / 65 °C

5.1: pyrrolidine / benzene / 1 h / 20 °C

5.2: 90 percent / aq. AcOH / benzene / 4 h / 20 °C

With pyrrolidine; palladium diacetate; oxalyl dichloride; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; benzene; 2.1: Swern oxidation;
DOI:10.1021/jo049862z

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 438547-24-1
methyl 3-benzyloxy-4-[2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-ethyl]-5-nitrobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 2 h / 20 °C

1.2: 76 percent / tetrahydrofuran / 1.5 h / 0 °C

2.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 20 °C

3.1: 31.6 g / K₂CO₃ / methanol / 0 - 20 °C

4.1: 83 percent / Ph₃P; Pd(OAc)2; Et₃N / tetrahydrofuran / 2 h / 65 °C

5.1: pyrrolidine / benzene / 1 h / 20 °C

5.2: 90 percent / aq. AcOH / benzene / 4 h / 20 °C

With pyrrolidine; palladium diacetate; oxalyl dichloride; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; benzene; 2.1: Swern oxidation;
DOI:10.1021/jo049862z