(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

Base Information

Chemical Name:(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate
CAS No.:1146197-36-5
Molecular Formula:C₂₅H₂₈O₇
Molecular Weight:440.493
Hs Code.:

Synonyms:(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

Suppliers and Price of (3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
(3R,4S,5R)-2-(ACETYLOXY)-4-(BENZYLOXY)-5-[(BENZYLOXY)METHYL]-5-ETHENYLOXOLAN-3-YL ACETATE 95.00%
5MG
$ 450.00

ACHEMBLOCK
(3R,4S,5R)-2-(acetyloxy)-4-(benzyloxy)-5-[(benzyloxy)methyl]-5-ethenyloxolan-3-ylacetate 97%
1G
$ 475.00

Total 7 raw suppliers

Chemical Property of (3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

(3R,4S,5R)-2-(ACETYLOXY)-4-(BENZYLOXY)-5-[(BENZYLOXY)METHYL]-5-ETHENYLOXOLAN-3-YL ACETATE 95.00% ^*data from reagent suppliers

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Technology Process of (3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

There total 2 articles about (3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate 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: 58.0%

: 108-24-7
acetic anhydride

: 287737-63-7
(3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyl-5-vinyltetrahydrofuro[2,3-d][1,3]dioxole

: 1146197-36-5
(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

Guidance literature:: With sulfuric acid; acetic acid; at 20 ℃; for 3h;

Reference yield:

: 233266-76-7
(3aR,5R,6S,6aR)-6-(benzyloxy)-5-((benzyloxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 1146197-36-5
(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 2 h / 25 - 40 °C

1.2: 2 h / 0 - 30 °C

2.1: sulfuric acid; acetic acid / 3 h / 20 °C

With n-butyllithium; sulfuric acid; acetic acid; In tetrahydrofuran; 1.1: |Wittig Rearrangement;

Reference yield: 95.0%

: 1146197-36-5
(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate

: 71-30-7
Cytosine

: (2R,3R,4S,5R)-2-(4-amino-2-oxopyrimidin-1(2H)-yl)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-3-yl acetate

Guidance literature:: Cytosine; In acetonitrile; at 20 ℃; for 3h;

(3R,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-vinyltetrahydrofuran-2,3-diyl diacetate; With tin(IV) chloride; In acetonitrile; at 65 ℃; for 1h;