(2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol

Base Information

Chemical Name:(2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol
CAS No.:203925-48-8
Molecular Formula:C₂₈H₃₈O₈
Molecular Weight:502.605
Hs Code.:

Synonyms:(2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol

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Chemical Property of (2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol

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Purity/Quality:

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Technology Process of (2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol

There total 2 articles about (2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol 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:

: 67-56-1
methanol

: 203925-47-7
1-[(2R,4aR,6R,7R,8S,8aR)-8-Benzyloxy-7-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-6-(4-methoxy-benzyloxy)-hexan-3-one

: 203925-48-8
(2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: With toluene-4-sulfonic acid; In benzene; for 3.5h; Heating;
DOI:10.1021/ja973287h

Reference yield:

: 67-56-1
methanol

: C₁₁H₁₅LiO₂

: 194039-11-7
3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propionaldehyde

: 203925-48-8
(2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: Multistep reaction;
DOI:10.1021/ja9715206

Reference yield:

: 203925-48-8
(2R,3R,4R,4aR,6R,8aR)-4-Benzyloxy-2-hydroxymethyl-6-methoxy-6-[3-(4-methoxy-benzyloxy)-propyl]-octahydro-pyrano[3,2-b]pyran-3-ol

: 78111-17-8
okadaic acid

Guidance literature:: Multi-step reaction with 13 steps

1: Et₃N

2: 1.) Dess-Martin periodinane

3: TBAF / tetrahydrofuran

4: Dess-Martin periodinane

5: CeCl₃ / tetrahydrofuran / -78 °C

6: NaH/TBAI

7: DDQ / pH=7

8: Dess-Martin periodinane

9: 1.), 2.) Dess-Martin periodinane

10: 86 percent / i-Pr₂NEt/LiCl / acetonitrile

11: 1.) Corey's (S)-CBS/BH₃ system, 2.) TsOH / 1.), 2.) benzene

12: LiOH, H₂O / tetrahydrofuran

13: LiDBB / tetrahydrofuran

With lithium hydroxide; cerium(III) chloride; lithium 4,4′-di(tert-butyl)biphenyl; BH₃ system; tetrabutyl ammonium fluoride; water; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja9715206