Propanoic acid, 2,2-dimethyl-, (1R,2S,3R)-3-(1-aminocyclopropyl)-2,3-bis(phenylmethoxy)-1-[(phenyl methoxy)methyl]propyl ester

Base Information

• Chemical Name: Propanoic acid, 2,2-dimethyl-, (1R,2S,3R)-3-(1-aminocyclopropyl)-2,3-bis(phenylmethoxy)-1-[(phenyl methoxy)methyl]propyl ester
• CAS No.: 874816-46-3
• Molecular Formula: C33H41NO5
• Molecular Weight: 531.692
• Mol file: 874816-46-3.mol

Synonyms:

Chemical Property of Propanoic acid, 2,2-dimethyl-, (1R,2S,3R)-3-(1-aminocyclopropyl)-2,3-bis(phenylmethoxy)-1-[(phenyl methoxy)methyl]propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanoic acid, 2,2-dimethyl-, (1R,2S,3R)-3-(1-aminocyclopropyl)-2,3-bis(phenylmethoxy)-1-[(phenyl methoxy)methyl]propyl ester

There total 3 articles about Propanoic acid, 2,2-dimethyl-, (1R,2S,3R)-3-(1-aminocyclopropyl)-2,3-bis(phenylmethoxy)-1-[(phenyl methoxy)methyl]propyl 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: 62.0%

2,3,5-tri-O-benzyl-4-O-pivaloyl-D-arabinononitrile (885669-86-3) + ethylmagnesium bromide (925-90-6) → 2,2-Dimethyl-propionic acid (1R,2S,3R)-3-(1-amino-cyclopropyl)-2,3-bis-benzyloxy-1-benzyloxymethyl-propyl ester (874816-46-3)

Guidance literature:

titanium(IV) isopropylate;

DOI:10.1055/s-2005-923582

Reference yield:

2,3,5-tri-O-benzyl-D-arabinofuranose (160549-10-0) → 2,2-Dimethyl-propionic acid (1R,2S,3R)-3-(1-amino-cyclopropyl)-2,3-bis-benzyloxy-1-benzyloxymethyl-propyl ester (874816-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / NH₂OH; HCl; NaHCO₃

2: 99 percent / pyridine

3: 62 percent / Ti(Oi-Pr)4

With pyridine; hydrogenchloride; hydroxylamine; sodium hydrogencarbonate; titanium(IV) isopropylate;

DOI:10.1055/s-2005-923582

Reference yield:

(E/Z)-2,3,5-tri-O-benzyl-D-arabinose-oxime (620946-66-9) → 2,2-Dimethyl-propionic acid (1R,2S,3R)-3-(1-amino-cyclopropyl)-2,3-bis-benzyloxy-1-benzyloxymethyl-propyl ester (874816-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / pyridine

2: 62 percent / Ti(Oi-Pr)4

With pyridine; titanium(IV) isopropylate;

DOI:10.1055/s-2005-923582

upstream raw materials:

2,3,5-tri-O-benzyl-4-O-pivaloyl-D-arabinononitrile

ethylmagnesium bromide

2,3,5-tri-O-benzyl-D-arabinofuranose

(E/Z)-2,3,5-tri-O-benzyl-D-arabinose-oxime

Downstream raw materials:

(2R,3R,4R)-4-(1-Amino-cyclopropyl)-1,3,4-tris-benzyloxy-butan-2-ol

(5S,6R,7R)-6,7-dibenzyloxy-5-benzyloxymethyl-4-azaspiro[2.4]heptane

(5S,6R,7R)-6,7-Bis-benzyloxy-5-benzyloxymethyl-4-aza-spiro[2.4]heptane-4-carboxylic acid tert-butyl ester