H-(R,R)-Ac₅cdOM-OMe

Base Information

• Chemical Name: H-(R,R)-Ac₅cdOM-OMe
• CAS No.: 1236286-57-9
• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.238
• Mol file: 1236286-57-9.mol

Synonyms:

Chemical Property of H-(R,R)-Ac₅cdOM-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of H-(R,R)-Ac₅cdOM-OMe

There total 8 articles about H-(R,R)-Ac₅cdOM-OMe 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,3S)-1,4-diiodo-2,3-dimethoxybutane (1379793-07-3) → H-(R,R)-Ac5cdOM-OMe (1236286-57-9,289886-42-6)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2: sodium hydroxide / methanol; water / 5 h / 0 °C

3: diphenyl phosphoryl azide; triethylamine / benzene

4: benzene / 1 h / Reflux

5: benzene / 6 h / Reflux

6: 5%-palladium/activated carbon; hydrogen / methanol / 12 h

With diphenyl phosphoryl azide; 5%-palladium/activated carbon; hydrogen; potassium carbonate; triethylamine; sodium hydroxide; In methanol; water; N,N-dimethyl-formamide; benzene; 4: Curtius rearrangement;

DOI:10.1002/chem.201102902

Reference yield:

methyl (3R,4R)-3,4-dimethoxy-1-(methoxycarbonyl)cyclopentanecarboxylate (1379793-08-4) → H-(R,R)-Ac5cdOM-OMe (1236286-57-9,289886-42-6)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydroxide / methanol; water / 5 h / 0 °C

2: diphenyl phosphoryl azide; triethylamine / benzene

3: benzene / 1 h / Reflux

4: benzene / 6 h / Reflux

5: 5%-palladium/activated carbon; hydrogen / methanol / 12 h

With diphenyl phosphoryl azide; 5%-palladium/activated carbon; hydrogen; triethylamine; sodium hydroxide; In methanol; water; benzene; 3: Curtius rearrangement;

DOI:10.1002/chem.201102902

Reference yield:

C10H16O6 (1380077-99-5) → H-(R,R)-Ac5cdOM-OMe (1236286-57-9,289886-42-6)

Guidance literature:

Multi-step reaction with 4 steps

1: diphenyl phosphoryl azide; triethylamine / benzene

2: benzene / 1 h / Reflux

3: benzene / 6 h / Reflux

4: 5%-palladium/activated carbon; hydrogen / methanol / 12 h

With diphenyl phosphoryl azide; 5%-palladium/activated carbon; hydrogen; triethylamine; In methanol; benzene; 2: Curtius rearrangement;

DOI:10.1002/chem.201102902

upstream raw materials:

(2S,3S)-1,4-diiodo-2,3-dimethoxybutane

methyl (3R,4R)-3,4-dimethoxy-1-(methoxycarbonyl)cyclopentanecarboxylate

C₁₀H₁₆O₆

methyl (3R,4R)-1-benzyloxycarbonylamino-3,4-(dimethoxy)cyclopentanecarboxylate

Downstream raw materials:

(3R,4R)-3,4-dimethoxy-1-{[(3R,4R)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylic acid

Cbz-[(R,R)-Ac₅c(dOM)]4-OMe

Cbz-[(R,R)-Ac₅c(dOM)]6-OMe

methyl (3R,4R)-3,4-dimethoxy-1-{[(3R,4R)-3,4-dimethoxy-1-(benzyloxycarbonylamino)-cyclopentyl]carbonylamino}cyclopentanecarboxylate