(S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

Base Information

Chemical Name:(S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol
CAS No.:1233382-46-1
Molecular Formula:C₂₉H₃₆O₅
Molecular Weight:464.602
Hs Code.:

Synonyms:(S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

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Chemical Property of (S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

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Technology Process of (S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

There total 2 articles about (S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-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: 42.0%

: 137266-45-6,137331-33-0
(1aR,3aS,7aS,7bs)-1a,4,4,7a-tetramethyl-decahydronaphtho[2,1-b]oxirene-7b-carbaldehyde

: 114250-16-7
6-bromo-5-(phenylmethoxy)-1,3-benzodioxole

: 1233382-43-8
(R)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

: 1233382-46-1
(S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

Guidance literature:: 6-bromo-5-(phenylmethoxy)-1,3-benzodioxole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

(1aR,3aS,7aS,7bs)-1a,4,4,7a-tetramethyl-decahydronaphtho[2,1-b]oxirene-7b-carbaldehyde; In tetrahydrofuran; at -78 ℃; for 1h;

With water; In tetrahydrofuran; at -78 ℃; Inert atmosphere;
DOI:10.1021/ol101173w

Reference yield:

: 1233382-49-4
(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bS)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanone

: 1233382-43-8
(R)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

: 1233382-46-1
(S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

Guidance literature:: (6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bS)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanone; With lithium aluminium tetrahydride; In diethyl ether; at -78 - 20 ℃; for 1.33333h; Inert atmosphere;

With acetone; In diethyl ether; at 0 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol101173w

Reference yield: 91.0%

: 1233382-46-1
(S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol

: 1233382-56-3
(1R,2R,4aS,8aS)-1-((S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)(hydroxy)methyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-1-ol

Guidance literature:: (S)-(6-(benzyloxy)benzo[d][1,3]dioxol-5-yl)((1aR,3aS,7aS,7bR)-1a,4,4,7a-tetramethyldecahydronaphtho[2,1-b]oxiren-7b-yl)methanol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.25h; Reflux; Inert atmosphere;

With acetone; In tetrahydrofuran; at 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol101173w