Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester
• CAS No.: 144534-97-4
• Molecular Formula: C₃₇H₆₈O₈SSi
• Molecular Weight: 701.094

Synonyms:

Chemical Property of Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester

There total 8 articles about Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester 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:

(2S)-2-<(4S,5S)-5-Ethyl-2,2-dimethyl-1,2-dioxan-4-yl>propan-1-ol (152934-39-9) → Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester (144534-97-4)

Guidance literature:

Multi-step reaction with 7 steps

2: 1.) t-BuLi / 1.) ether, -78 deg C

3: Swern oxidation

4: diethyl ether / -78 to -20 deg C

5: DDQ / CH₂Cl₂; H₂O / Ambient temperature

6: LiAlH₄ / diethyl ether / 0 °C

7: pyridine / 0 °C

With pyridine; lithium aluminium tetrahydride; tert.-butyl lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4039(00)61140-1

Reference yield:

(4R,5S)-5-Ethyl-4-((R)-2-iodo-1-methyl-ethyl)-2,2-dimethyl-[1,3]dioxane (144534-92-9) → Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester (144534-97-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) t-BuLi / 1.) ether, -78 deg C

2: Swern oxidation

3: diethyl ether / -78 to -20 deg C

4: DDQ / CH₂Cl₂; H₂O / Ambient temperature

5: LiAlH₄ / diethyl ether / 0 °C

6: pyridine / 0 °C

With pyridine; lithium aluminium tetrahydride; tert.-butyl lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4039(00)61140-1

Reference yield:

(2S,3R,5R,6S)-6-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-5-ethyl-2-(4-methoxy-benzyloxy)-3-methyl-octanal (144534-80-5) → Methanesulfonic acid (1S,2R,4R,5S)-5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-1-[(1S,3S)-3-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-hydroxy-1-methyl-butyl]-2-methyl-heptyl ester (144534-97-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) t-BuLi / 1.) ether, -78 deg C

2: Swern oxidation

3: diethyl ether / -78 to -20 deg C

4: DDQ / CH₂Cl₂; H₂O / Ambient temperature

5: LiAlH₄ / diethyl ether / 0 °C

6: pyridine / 0 °C

With pyridine; lithium aluminium tetrahydride; tert.-butyl lithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4039(00)61140-1

upstream raw materials:

methanesulfonyl chloride

(4R,5S)-5-Ethyl-4-((R)-2-iodo-1-methyl-ethyl)-2,2-dimethyl-[1,3]dioxane

(2S)-2-<(4S,5S)-5-Ethyl-2,2-dimethyl-1,2-dioxan-4-yl>propan-1-ol

(2S,3R,5R,6S)-6-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-5-ethyl-2-(4-methoxy-benzyloxy)-3-methyl-octanal

Downstream raw materials:

Lysocellin

(1R,2R,4R,5S)-5-Benzyloxy-4-ethyl-1-[(2S,4S,5S)-5-((S)-1-ethyl-2-hydroxy-butyl)-2,4-dimethyl-tetrahydro-furan-2-yl]-2-methyl-heptane-1,4-diol

<4R,4(2S,3S,5R),5<(2RS,3R,5R),5(1S)>>-4-<5-<5-(1-benzyloxy)propyl-5-ethyl-2-methoxy-3-methyltetrahydrofuran-2-yl>-3,5-dimethyltetrahydrofuran-2-yl>hexan-3-one

(2S,3S,4S)-5-{(2R,3R)-3-[(1R,3R,4S)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-ethyl-1-methyl-hexyl]-2-methyl-oxiranyl}-2-ethyl-4-methyl-pentane-1,3-diol

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