(4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Base Information

Chemical Name:(4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate
CAS No.:1621332-16-8
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:(4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate

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

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

There total 5 articles about (4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-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: 85.0%

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

: (2S,3R,4S)-ethyl 5-(benzyloxy)-2,3-dihydroxy-4-methylpentanoate

: 1621332-16-8
(4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 12h;
DOI:10.1002/ejoc.201402235

Reference yield:

: 81470-73-7
ethyl (4R,2E)-5-(benzyloxy)-4-methylpent-2-enoate

: 1621332-16-8
(4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: AD-mix β; methanesulfonamide / tert-butyl alcohol; water / 6 h / 0 °C

2: toluene-4-sulfonic acid / acetone / 12 h / 20 °C

With methanesulfonamide; AD-mix β; toluene-4-sulfonic acid; In water; acetone; tert-butyl alcohol; 1: |Sharpless Dihydroxylation;
DOI:10.1002/ejoc.201402235

Reference yield:

: 74924-27-9
methyl (S)-3-benzyloxy-2-methylpropanoate

: 1621332-16-8
(4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / toluene; dichloromethane / 0.25 h / -78 °C

2: benzene / 1 h / 80 °C

3: AD-mix β; methanesulfonamide / tert-butyl alcohol; water / 6 h / 0 °C

4: toluene-4-sulfonic acid / acetone / 12 h / 20 °C

With methanesulfonamide; AD-mix β; diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; water; acetone; toluene; tert-butyl alcohol; benzene; 2: |Wittig Olefination / 3: |Sharpless Dihydroxylation;
DOI:10.1002/ejoc.201402235