(4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane

Base Information

Chemical Name:(4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane
CAS No.:408524-74-3
Molecular Formula:C₂₃H₂₉NO₅S
Molecular Weight:431.553
Hs Code.:

Synonyms:(4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane

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Chemical Property of (4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane

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Technology Process of (4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane

There total 1 articles about (4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane 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%

: 3587-60-8
Benzyloxymethyl chloride

: 119593-27-0
(4S,5S)-5-<(phenylsulfonyl)amino>-4-allyl-2,2-dimethyl-1,3-dioxane

: 408524-74-3
(4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 24h;
DOI:10.1021/jo011008+

Reference yield: 72.0%

: 408524-74-3
(4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane

: 408524-76-5
(4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-(2'-oxoethyl)-2,2-dimethyl-1,3-dioxane

Guidance literature:: (4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane; With oxygen; ozone; In dichloromethane; at -78 ℃;

With triphenylphosphine; In dichloromethane; at -78 - 20 ℃; for 2h; Further stages.;
DOI:10.1021/jo011008+

Reference yield:

: 408524-74-3
(4S,5S)-5-(N-benzyloxymethyl-N-phenylsulfonyl)amino-4-allyl-2,2-dimethyl-1,3-dioxane

: 408524-82-3
(3S,4S,5S)-2,4-dihydroxy-5-hydroxymethyl-3-methyl-1-(phenylsulfonyl)pyrrolidine isopropylidene ketal

Guidance literature:: Multi-step reaction with 4 steps

1.1: O₃; O₂ / CH₂Cl₂ / -78 °C

1.2: 72 percent / PPh₃ / CH₂Cl₂ / 2 h / -78 - 20 °C

2.1: 74 percent / Et₃N / CH₂Cl₂ / 24 h / 20 °C

3.1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 2 h / 3102.97 Torr

4.1: 87 percent / H₂; H₂O / Pd(OH)2/C / methanol / 2 h / 760.05 Torr

With water; hydrogen; oxygen; ozone; triethylamine; palladium dihydroxide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo011008+