ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate

Base Information

Chemical Name:ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate
CAS No.:312492-84-5
Molecular Formula:C₁₉H₂₈O₅
Molecular Weight:336.428
Hs Code.:

Synonyms:ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate

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Technology Process of ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate

There total 6 articles about ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-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: 99.0%

: 77-76-9
2,2-dimethoxy-propane

: 312492-73-2
ethyl (2S,3R)-6-benzyloxy-2,3-dihydroxy-2-methylhexanoate

: 312492-84-5
ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: camphor-10-sulfonic acid; for 12h;
DOI:10.1016/S0040-4039(00)01318-6

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 312492-84-5
ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 11.021 g / tetrahydrofuran / 4 h / 80 °C

2.1: AD-Mix β; methanesulfonamide; water / 2-methyl-propan-2-ol / 14 h / 20 °C

2.2: 6.329 g / CSA / 14 h / 20 °C

With methanesulfonamide; water; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1002/ejoc.200600113

Reference yield:

: 4541-14-4
4-benzyloxy-butan-1-ol

: 312492-84-5
ethyl (4S,5R)-5-[3-(benzyloxy)propyl]-2,2,4-trimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

1.2: N-ethyldiisopropylamine / CH₂Cl₂ / 0.5 h / -78 - -60 °C

2.1: 11.021 g / tetrahydrofuran / 4 h / 80 °C

3.1: AD-Mix β; methanesulfonamide; water / 2-methyl-propan-2-ol / 14 h / 20 °C

3.2: 6.329 g / CSA / 14 h / 20 °C

With oxalyl dichloride; methanesulfonamide; water; dimethyl sulfoxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1002/ejoc.200600113