(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate

Base Information

Chemical Name:(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate
CAS No.:1108179-32-3
Molecular Formula:C₂₀H₃₁O₇P
Molecular Weight:414.436
Hs Code.:

Synonyms:(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate

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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 (Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate

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Technology Process of (Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate

There total 1 articles about (Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate 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: 92.0%

: 814-49-3
diethyl chlorophosphate

: 81076-19-9
(Z)-3-<(4S-trans)-2,2-dimethyl-5-<(phenylmethoxy)methyl>-1,3-dioxolan-4-yl>-2-propenol

: 1108179-32-3
(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 ℃;
DOI:10.1039/b813978d

Reference yield: 93.0%

: 1108179-32-3
(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate

: 63959-88-6
tert-butyl N-(trifluoroacetyl)glycinate

: 1108179-39-0
5-[(4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl]-(2R)-(trifluoroacetyl)amino-4-(Z)-pentenoic acid tert-butyl ester

Guidance literature:: tert-butyl N-(trifluoroacetyl)glycinate; With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate; With bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine; In tetrahydrofuran; at -78 - 20 ℃; optical yield given as %de; stereoselective reaction;
DOI:10.1039/b813978d

Reference yield: 89.0%

: 910657-74-8
tert-butyl (N-trifluoroacetyl-(S)-phenylalanyl)glycinate

: 1108179-32-3
(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate

: N-trifluoroacetyl-(S)-phenylalanyl-(2R,4E)-2-amino-5-[(4S,5S)-5-benzyloxymethyl-2,2-dimethyldioxolan-4-yl]-4-pentenoic acid tert-butyl ester

Guidance literature:: tert-butyl (N-trifluoroacetyl-(S)-phenylalanyl)glycinate; With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃;

(Z)-3-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)-allyl diethyl phosphate; With bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine; In tetrahydrofuran; hexane; optical yield given as %de; stereoselective reaction; Cooling with ice;
DOI:10.1039/b813978d