(all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

Base Information

Chemical Name:(all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol
CAS No.:250138-83-1
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:(all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

Suppliers and Price of (all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

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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 (all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

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Technology Process of (all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

There total 5 articles about (all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol 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: 64.0%

: 100-39-0
benzyl bromide

: 250138-82-0
(2R,2R',5R, 5R')-5,5'-bis(hydroxymethyl)octahydro-2,2'-bifuran

: 250138-83-1
(all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

Guidance literature:: (2R,2R',5R, 5R')-5,5'-bis(hydroxymethyl)octahydro-2,2'-bifuran; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

benzyl bromide; In tetrahydrofuran; at 0 ℃; for 8h;
DOI:10.1002/(SICI)1099-0690(200001)2000:2<349::AID-EJOC349>3.0.CO;2-J

Reference yield: 32.0%

: 100-39-0
benzyl bromide

: 250138-82-0
(2R,2R',5R, 5R')-5,5'-bis(hydroxymethyl)octahydro-2,2'-bifuran

: 250138-83-1
(all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

: (2R,5R,2'R,5'R)-5,5'-Bis-benzyloxymethyl-octahydro-[2,2']bifuranyl

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/1521-3765(20010302)7:5<993::AID-CHEM993>3.0.CO;2-S

Reference yield:

: 39139-91-8,13393-64-1,22146-85-6
trans-1,5,9-decatriene

: 250138-83-1
(all-R)-[5'-(5''-Benzyloxymethyltetrahydrofuran-2''-yl)tetrahydrofuran-2'-yl]methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 59 percent / K₃Fe(CN)6; K₂CO₃; MeSO₂NH₂ / (DHQD)2PHAL; K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 0 °C

2.1: 80 percent / t-BuOOH; O₂ / Co(modp)2 / propan-2-ol / 3 h / 60 °C

3.1: NaH / tetrahydrofuran / 1 h / 0 °C

3.2: 64 percent / tetrahydrofuran / 8 h / 0 °C

With tert.-butylhydroperoxide; methanesulfonamide; oxygen; sodium hydride; potassium carbonate; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); Co(modp)2; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; water; isopropyl alcohol; tert-butyl alcohol; 1.1: Sharpless asymmetric dihydroxylation / 2.1: Oxidation / 3.1: deprotonation / 3.2: Etherification;
DOI:10.1002/(SICI)1099-0690(200001)2000:2<349::AID-EJOC349>3.0.CO;2-J