(4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

Base Information

Chemical Name:(4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide
CAS No.:176755-18-3
Molecular Formula:C₁₄H₁₉NO₅
Molecular Weight:281.309
Hs Code.:

Synonyms:(4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

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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 (4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

Chemical Property:

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Technology Process of (4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

There total 6 articles about (4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide 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: 80.0%

: 176755-17-2
(4S,5S)-5-Formyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

: 176755-18-3
(4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

Guidance literature:: With sodium tetrahydroborate; In 1,4-dioxane; water;
DOI:10.1016/0040-4039(96)00254-7

Reference yield:

: 30694-81-6
O²,O³;O⁴,O⁵-diisopropyliden-D-arabinonic acid

: 176755-18-3
(4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / HNEt₂, DCC / CH₂Cl₂

2: 88 percent / aq. acetic acid / 16 h / 20 °C

3: 75 percent / NaIO₄ / dioxane; H₂O

4: 80 percent / NaBH₄ / dioxane; H₂O

With sodium tetrahydroborate; sodium periodate; diethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; water; acetic acid;
DOI:10.1016/0040-4039(96)00254-7

Reference yield:

: 176755-16-1
(4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

: 176755-18-3
(4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzyloxy-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / NaIO₄ / dioxane; H₂O

2: 80 percent / NaBH₄ / dioxane; H₂O

With sodium tetrahydroborate; sodium periodate; In 1,4-dioxane; water;
DOI:10.1016/0040-4039(96)00254-7