diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

Base Information

Chemical Name:diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate
CAS No.:179530-57-5
Molecular Formula:C₄₁H₅₅NO₈
Molecular Weight:689.89
Hs Code.:

Synonyms:diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

Suppliers and Price of diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

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 diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

There total 14 articles about diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate 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:

: 179530-53-1
2,6-anhydro-3-azido-3-deoxy-5,7-O-isopropylidene-D-glycero-D-ido-heptononitrile

: 179530-57-5
diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 2 h / 20 °C

2: aq. NH₃ / tetrahydrofuran / 3 h / 60 °C

3: 14.6 g / DCC / CH₂Cl₂ / 1.5 h

4: aq. HCl / dioxane / 4 h / 60 °C

5: 897 mg / dimethylformamide / 2 h / 60 °C

With hydrogenchloride; ammonium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrolysis / 3: Condensation / 4: Hydrolysis / 5: Esterification;
DOI:10.1016/S0040-4020(00)00684-0

Reference yield:

: 87357-67-3
(R)-3-benzyloxytetradecanoic acid

: 179530-57-5
diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

Guidance literature:: Multi-step reaction with 3 steps

1: 14.6 g / DCC / CH₂Cl₂ / 1.5 h

2: aq. HCl / dioxane / 4 h / 60 °C

3: 897 mg / dimethylformamide / 2 h / 60 °C

With hydrogenchloride; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrolysis / 3: Esterification;
DOI:10.1016/S0040-4020(00)00684-0

Reference yield:

: 94715-57-8
O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl) trichloroacetimidate

: 179530-57-5
diphenylmethyl 2,6-anhydro-3-[(R)-3-(benzyloxy)tetradecanamido]-3-deoxy-D-glycero-D-ido-heptonate

Guidance literature:: Multi-step reaction with 5 steps

1: TMSOTf / CH₂Cl₂ / Ambient temperature

2: KOH / ethanol / 0.5 h / 24 °C

3: p-TsOH*H₂O / dimethylformamide / 16 h / 25 °C

4: 1.) Ph₃P, 2.) H₂O, 3.) DCC, DMAP, 4.) Et₃N

5: 1.) HCl / 1.) dioxane, H₂O, 60-65 deg C, 5 h, 2.) DMF, 55-60 deg C, 1 h

With hydrogenchloride; dmap; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; water; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10063-1