(2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol

Base Information

Chemical Name:(2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol
CAS No.:156516-21-1
Molecular Formula:C₃₁H₄₀O₇S
Molecular Weight:556.72
Hs Code.:

Synonyms:(2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol

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Chemical Property of (2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol

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Technology Process of (2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol

There total 8 articles about (2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-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: 100.0%

: 156516-19-7
(R)-2-((S)-3-Benzyloxy-2-methoxy-propyl)-oxirane

: (S)-1-methoxy-4-((2-methyl-3-(phenylsulfonyl)propoxy)methyl)benzene

: 156516-21-1
(2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol

Guidance literature:: (S)-1-methoxy-4-((2-methyl-3-(phenylsulfonyl)propoxy)methyl)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

(R)-2-((S)-3-Benzyloxy-2-methoxy-propyl)-oxirane; With boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -78 - 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1002/chem.200801656

Reference yield:

: 78513-07-2
(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol

: 156516-21-1
(2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / pyridine-sulfur trioxide activated DMSO, Et₃N / CH₂Cl₂ / 0 deg C --> room temp.

2: KHMDS / tetrahydrofuran / 0 deg C --> room temp.

3: DIBAL-H / toluene / -78 °C

4: 1.) n-BuLi; 2.) IBr / 1.) Et₂O/THF, room temp.; 2.) toluene, CH₂Cl₂, -85 deg C

5: 90 percent / K₂CO₃ / methanol / Ambient temperature

6: 95 percent / Ag₂O / dimethylformamide / Ambient temperature

7: BuLi, BF₃*Et₂O / tetrahydrofuran / -78 to RT

With n-butyllithium; boron trifluoride diethyl etherate; sulfur trioxide pyridine complex; iodine(I) bromide; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; triethylamine; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)73059-0

Reference yield:

: 88981-35-5
(2S)-1-(benzyloxy)pent-4-en-2-ol

: 156516-21-1
(2S,4R,7S)-6-Benzenesulfonyl-1-benzyloxy-2-methoxy-8-(4-methoxy-benzyloxy)-7-methyl-octan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi; 2.) IBr / 1.) Et₂O/THF, room temp.; 2.) toluene, CH₂Cl₂, -85 deg C

2: 90 percent / K₂CO₃ / methanol / Ambient temperature

3: 95 percent / Ag₂O / dimethylformamide / Ambient temperature

4: BuLi, BF₃*Et₂O / tetrahydrofuran / -78 to RT

With n-butyllithium; boron trifluoride diethyl etherate; iodine(I) bromide; potassium carbonate; silver(l) oxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)73059-0