(4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol

Base Information

Chemical Name:(4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol
CAS No.:105977-58-0
Molecular Formula:C₃₂H₄₂O₆
Molecular Weight:522.682
Hs Code.:

Synonyms:(4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol

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Chemical Property of (4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol

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Technology Process of (4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol

There total 9 articles about (4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-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: 80.0%

: 88096-46-2
(4S,6S)-4-benzyloxy-6-benzyloxymethyltetrahydropyran-2-one

: 2-((1R,2S)-1-Ethyl-2-methyl-but-3-ynyloxy)-tetrahydro-pyran

: 105977-58-0
(4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1039/c39860000874

Reference yield:

: 6261-22-9
pent-2-yn-1-ol

: 105977-58-0
(4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / 5percent Pd-CaCO₃-Pb / methanol

2: 59 percent / Ti(OiPr)4, (+)-DIPT, tBuOOH / CH₂Cl₂ / -20 °C

3: 1.) EDA omplex, 2.) sodium periodate / 1.) DMSO, RT, 6 d, 2.) water

4: 93 percent / pyridine / CH₂Cl₂ / 0 °C

5: 80 percent / CSA / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 1.) lithium triethylborohydride, 2.) 30percent H₂O₂, NaOH / 1.) THF, 0 deg C, RT, 5 h, 2.) water, 0 deg C, 0.5 h

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; sodium periodate; L-(+)-diisopropyl tartrate; EDA omplex; camphor-10-sulfonic acid; hydrogen; dihydrogen peroxide; lithium triethylborohydride; palladium on calcium fluoride poisoned with lead; In methanol; dichloromethane;

Reference yield:

: 1576-95-0
cis-2-penten-1-ol

: 105977-58-0
(4S,6S)-4-Benzyloxy-6-benzyloxymethyl-2-[(3S,4R)-3-methyl-4-(tetrahydro-pyran-2-yloxy)-hex-1-ynyl]-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: Ti(Oi-Pr)4, (+)-diethyl tartrate, t-BuOOH

2: 2.) NaIO₄ / 1.) DMSO, 2.) H₂O

3: pyridine

4: camphorsulphonic acid / diethyl ether

5: 80 percent / LiEt₃BH / tetrahydrofuran

6: 80 percent / n-BuLi / tetrahydrofuran / -78 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; n-butyllithium; camphor-10-sulfonic acid; lithium triethylborohydride; (+)-Weinsaeure-diethylester; In tetrahydrofuran; diethyl ether;
DOI:10.1039/c39860000874