allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

Base Information

Chemical Name:allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate
CAS No.:862888-51-5
Molecular Formula:C₃₉H₄₁NO₈
Molecular Weight:651.756
Hs Code.:

Synonyms:allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

Suppliers and Price of allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-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 allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

There total 5 articles about allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-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: 77.9%

: 862888-55-9
allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-tert-butyldimethylsiloxy-4,5,7-tribenzyloxy-2-heptenoate

: allyl (E,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

: 862888-51-5
allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; at 0 ℃; for 19.8h;
DOI:10.1248/cpb.53.529

Reference yield:

: 862888-52-6
(Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-tert-butyldimethylsiloxy-4,5,7-tribenzyloxy-2-heptenoic acid

: 862888-51-5
allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 85.1 percent / 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenzotriazole; N-ethyldiisopropylamine / CH₂Cl₂ / 19.5 h / 20 °C

2: 77.9 percent / HF-pyridine / tetrahydrofuran; pyridine / 19.8 h / 0 °C

With benzotriazol-1-ol; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1248/cpb.53.529

Reference yield:

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

: 862888-51-5
allyl (Z,4R,5S,6R)-2-benzyloxycarbonylamino-6-hydroxy-4,5,7-tribenzyloxy-2-heptenoate

Guidance literature:: Multi-step reaction with 4 steps

1: 67.3 percent / DBU / CH₂Cl₂ / 24 h / 20 °C

2: 100 percent / aq. NaOH / dioxane / 19.5 h / 20 °C

3: 85.1 percent / 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride; 1-hydroxybenzotriazole; N-ethyldiisopropylamine / CH₂Cl₂ / 19.5 h / 20 °C

4: 77.9 percent / HF-pyridine / tetrahydrofuran; pyridine / 19.8 h / 0 °C

With sodium hydroxide; benzotriazol-1-ol; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; 1: Horner-Emmons reaction;
DOI:10.1248/cpb.53.529