(3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

Base Information

Chemical Name:(3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester
CAS No.:205864-49-9
Molecular Formula:C₁₉H₂₄O₆
Molecular Weight:348.396
Hs Code.:

Synonyms:(3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

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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 (3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

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Technology Process of (3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

There total 1 articles about (3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester 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:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: (3aR,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid

: 31610-73-8
methyl 3-deoxy-1,2-O-isopropylidene-D-glyceropent-3-enofuranuronate

: (3aR,5S,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

: 205864-49-9
(3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

Guidance literature:: Yield given. Yields of byproduct given;

Reference yield: 91.0%

: 205864-49-9
(3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

: 205864-50-2
((3aR,5S,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 0.666667h; Ambient temperature;

Reference yield:

: 205864-49-9
(3aR,5R,6R,6aR)-5-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carboxylic acid methyl ester

: 1053629-04-1
(1R,5S,6R,7R)-6-Benzyloxy-5-(4-methoxy-benzyloxymethyl)-2,8-dioxa-bicyclo[3.2.1]octan-7-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / LiAlH₄ / diethyl ether / 0.67 h / Ambient temperature

2: 83 percent / NaH / dimethylformamide; tetrahydrofuran / 1.) r.t., 40 min, 2.) r.t., 3 h

3: 1.) OsO₄, aq. NMO, 2.) aq. NaIO₄ / 1.) THF, t-BuOH, r.t., overnignt, 2.) THF, t-BuOH, 2 h

4: NaBH₄ / ethanol / 0.67 h / Ambient temperature

5: CSA / CHCl₃ / 24 h / Heating

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; camphor-10-sulfonic acid; sodium hydride; In tetrahydrofuran; diethyl ether; ethanol; chloroform; N,N-dimethyl-formamide;