(3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol

Base Information

• Chemical Name: (3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol
• CAS No.: 114114-39-5
• Molecular Formula: C₂₀H₃₂O₃S₂
• Molecular Weight: 384.604

Synonyms:(3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol

Chemical Property of (3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol

Chemical Property:

Purity/Quality:

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Technology Process of (3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol

There total 9 articles about (3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-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:

(S)-4-[(1R,2S,3R)-3-[1,3]Dithian-2-yl-2-(4-methoxy-benzyloxy)-1-methyl-butyl]-2,2-dimethyl-[1,3]dioxolane (114130-12-0) → (3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol (114114-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / 80 percent AcOH / 1.5 h / 60 °C

With acetic acid;

DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

(2R,3S,4R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-[1,3]dithian-2-yl-pentan-3-ol (114114-36-2) → (3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol (114114-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, room temp., 5 min, 2.) DMF, 1 h

2: 75 percent / 80 percent AcOH / 1.5 h / 60 °C

With sodium hydride; acetic acid;

DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

(2S,3S,4S,5R)-5-[1,3]Dithian-2-yl-4-(4-methoxy-benzyloxy)-3-methyl-hexane-1,2-diol (114114-37-3) → (3R,4S,5S,6R)-6-[1,3]Dithian-2-yl-5-(4-methoxy-benzyloxy)-4-methyl-heptan-3-ol (114114-39-5)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1007/BF00953634

upstream raw materials:

(2S,3S,4S,5R)-5-[1,3]Dithian-2-yl-4-(4-methoxy-benzyloxy)-3-methyl-hexane-1,2-diol

methylmagnesium chloride

(S)-2-[(1R,2S,3R)-3-[1,3]Dithian-2-yl-2-(4-methoxy-benzyloxy)-1-methyl-butyl]-oxirane

(2R,3S,4R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-[1,3]dithian-2-yl-pentan-3-ol

Downstream raw materials:

tert-Butyl-[(1R,2R,3S,4R)-4-[1,3]dithian-2-yl-1-ethyl-3-(4-methoxy-benzyloxy)-2-methyl-pentyloxy]-diphenyl-silane

(2R,3S,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

(3S,4R,5S,6R,7R,8R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one

(R)-2-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

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