methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

Base Information

Chemical Name:methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate
CAS No.:253680-80-7
Molecular Formula:C₄₃H₅₃NO₈Si
Molecular Weight:739.981
Hs Code.:

Synonyms:methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

Suppliers and Price of methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

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 (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

There total 5 articles about methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate 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: 83.0%

: 100945-15-1,88568-95-0
N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester

: 78009-77-5
2,3,5-tri-O-benzyl-4-O-(tert-butyldimethylsilyl)-aldehydo-D-arabinose

: methyl (E,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

: 253680-80-7
methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/S0040-4020(99)00753-X

Reference yield:

: 160549-10-0
2,3,5-tri-O-benzyl-D-arabinofuranose

: 253680-80-7
methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂ / 1 h / 20 °C

1.2: 2.45 g / BF₃*Et₂O / CH₂Cl₂ / 1 h / -20 °C

2.1: 95 percent / imidazole / dimethylformamide / 2 h / 20 °C

3.1: 1.98 g / Hg(ClO₄)2*3H₂O; CaCO₃; H₂O / tetrahydrofuran / 3 h / 20 °C

4.1: 83 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; mercury(II) perchlorate; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Rearrangement / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(99)00753-X

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 253680-80-7
methyl (Z,4R,5S,6R)-4,5,7-tribenzyloxy-2-benzyloxycarbonylamino-6-(tert-butyldimethylsilyloxy)-2-heptenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 1.98 g / Hg(ClO₄)2*3H₂O; CaCO₃; H₂O / tetrahydrofuran / 3 h / 20 °C

3: 83 percent / DBU / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; mercury(II) perchlorate; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Hydrolysis / 3: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(99)00753-X