phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate

Base Information

• Chemical Name: phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate
• CAS No.: 244233-14-5
• Molecular Formula: C₁₉H₂₅ClO₅
• Molecular Weight: 368.858

Synonyms:phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate

Chemical Property of phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate

There total 3 articles about phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate 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: 96.0%

chloroacetyl chloride (79-04-9) + phenyl (1S,3R)-1-hydroxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate (244233-12-3) → phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate (244233-14-5)

Guidance literature:

at 20 ℃; for 24h;

DOI:10.1002/(SICI)1099-0690(199908)1999:8<1967::AID-EJOC1967>3.0.CO;2-G

Reference yield:

(1S,3R)-1-hydroxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylic acid (120697-88-3) → phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate (244233-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 16 h / 20 °C

2: tetrahydrofuran / 7 h / Heating

3: 96 percent / 24 h / 20 °C

In tetrahydrofuran; 1: Acylation / 2: Esterification / 3: Acylation;

DOI:10.1002/(SICI)1099-0690(199908)1999:8<1967::AID-EJOC1967>3.0.CO;2-G

Reference yield:

C15H22N2O5 → phenyl (1S,3R)-1-chloracetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate (244233-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 7 h / Heating

2: 96 percent / 24 h / 20 °C

In tetrahydrofuran; 1: Esterification / 2: Acylation;

DOI:10.1002/(SICI)1099-0690(199908)1999:8<1967::AID-EJOC1967>3.0.CO;2-G

upstream raw materials:

chloroacetyl chloride

phenyl (1S,3R)-1-hydroxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate

(1S,3R)-1-hydroxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylic acid

Downstream raw materials:

(1S,3R,6S,8R)-11-methoxy-8-methoxymethyl-7,7,8-trimethyl-1-phenylaminomethyl-5-oxa-12-azadispiro[2.2.4.2]dodec-11-en-4-one

(1R,3R,6S,8R)-11-methoxy-8-methoxymethyl-7,7,8-trimethyl-1-phenylaminomethyl-5-oxa-12-azadispiro[2.2.4.2]dodec-11-en-4-one

phenyl (1S,3R)-1-azidoacetoxy-3-methoxymethyl-2,2,3-trimethylcyclopentane-1-carboxylate

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