(R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

Base Information

Chemical Name:(R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester
CAS No.:251353-67-0
Molecular Formula:C₅₃H₆₅N₃O₁₀
Molecular Weight:904.113
Hs Code.:

(R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

Synonyms:

Suppliers and Price of (R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

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 (R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

There total 24 articles about (R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester 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:

: (2S,3R)-3-Benzyloxy-2-methyl-3-((S)-5-oxo-tetrahydro-furan-2-yl)-propionaldehyde

: 251353-67-0
(R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

Guidance literature:: Multi-step reaction with 13 steps

1: n-BuLi / tetrahydrofuran

2: H₂ / Pd-C / ethyl acetate

3: TfOH / CH₂Cl₂; cyclohexane

4: 68 percent / LiHMDS / tetrahydrofuran / -78 °C

5: 72 percent / n-BuLi / diethyl ether / -20 °C

6: 85 percent / NaBH₄; CeCl₃ / methanol

7: 97 percent / Ac₂O; Py

8: 84 percent / Pd(OAc)2; n-Bu₃P / tetrahydrofuran

9: LiAlH₄ / tetrahydrofuran

10: PPTS / ethanol

11: 69 percent / HN₃; Ph₃P; DEAD / toluene

12: DMAP / toluene

13: TBAF / tetrahydrofuran

With pyridine; dmap; palladium diacetate; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; cerium(III) chloride; tributylphosphine; tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic anhydride; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; cyclohexane; ethyl acetate; toluene; 1: Condensation / 2: Catalytic hydrogenation / 3: Etherification / 4: Alkylation / 5: Acylation / 6: Reduction / 7: Esterification / 8: deoxygenation / 9: Reduction / 10: ether cleavage / 11: Alkylation / 12: Acylation / 13: ester cleavage;
DOI:10.1016/S0040-4039(99)01322-2

Reference yield:

: 251353-58-9
(S)-5-((1R,2R)-1-Benzyloxy-2-methyl-but-3-enyl)-dihydro-furan-2-one

: 251353-67-0
(R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

Guidance literature:: Multi-step reaction with 12 steps

1: H₂ / Pd-C / ethyl acetate

2: TfOH / CH₂Cl₂; cyclohexane

3: 68 percent / LiHMDS / tetrahydrofuran / -78 °C

4: 72 percent / n-BuLi / diethyl ether / -20 °C

5: 85 percent / NaBH₄; CeCl₃ / methanol

6: 97 percent / Ac₂O; Py

7: 84 percent / Pd(OAc)2; n-Bu₃P / tetrahydrofuran

8: LiAlH₄ / tetrahydrofuran

9: PPTS / ethanol

10: 69 percent / HN₃; Ph₃P; DEAD / toluene

11: DMAP / toluene

12: TBAF / tetrahydrofuran

With pyridine; dmap; palladium diacetate; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; cerium(III) chloride; tributylphosphine; tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic anhydride; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; cyclohexane; ethyl acetate; toluene; 1: Catalytic hydrogenation / 2: Etherification / 3: Alkylation / 4: Acylation / 5: Reduction / 6: Esterification / 7: deoxygenation / 8: Reduction / 9: ether cleavage / 10: Alkylation / 11: Acylation / 12: ester cleavage;
DOI:10.1016/S0040-4039(99)01322-2

Reference yield:

: 251353-68-1
(S)-5-((1R,2R)-1-Benzyloxy-3-hydroxy-2-methyl-propyl)-dihydro-furan-2-one

: 251353-67-0
(R)-3-Carboxy-pentanedioic acid mono-[(1S,3S,9R,10S,12S)-13-azido-9,10,12-tris-benzyloxy-1-((1R,2R)-1-benzyloxy-2-methyl-butyl)-3-methyl-tridec-5-ynyl] ester

Guidance literature:: Multi-step reaction with 14 steps

2: n-BuLi / tetrahydrofuran

3: H₂ / Pd-C / ethyl acetate

4: TfOH / CH₂Cl₂; cyclohexane

5: 68 percent / LiHMDS / tetrahydrofuran / -78 °C

6: 72 percent / n-BuLi / diethyl ether / -20 °C

7: 85 percent / NaBH₄; CeCl₃ / methanol

8: 97 percent / Ac₂O; Py

9: 84 percent / Pd(OAc)2; n-Bu₃P / tetrahydrofuran

10: LiAlH₄ / tetrahydrofuran

11: PPTS / ethanol

12: 69 percent / HN₃; Ph₃P; DEAD / toluene

13: DMAP / toluene

14: TBAF / tetrahydrofuran

With pyridine; dmap; palladium diacetate; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; cerium(III) chloride; tributylphosphine; tris-(2-chloro-ethyl)-amine; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic anhydride; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; cyclohexane; ethyl acetate; toluene; 1: Oxidation / 2: Condensation / 3: Catalytic hydrogenation / 4: Etherification / 5: Alkylation / 6: Acylation / 7: Reduction / 8: Esterification / 9: deoxygenation / 10: Reduction / 11: ether cleavage / 12: Alkylation / 13: Acylation / 14: ester cleavage;
DOI:10.1016/S0040-4039(99)01322-2