(2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol

Base Information

• Chemical Name: (2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol
• CAS No.: 120341-84-6
• Molecular Formula: C₂₇H₄₀O₅Si
• Molecular Weight: 472.697
• Mol file: 120341-84-6.mol

Synonyms:(2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol

Chemical Property of (2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol

There total 22 articles about (2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol 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: 97.0%

(2S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octan-4-one-1,2,6,8-tetrol (120341-83-5) → (2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol (120341-84-6) + (2S,4R,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol (120341-84-6,120442-14-0,127761-08-4,127761-09-5)

Guidance literature:

With sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 2.5h; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)89416-3

Reference yield: 97.0%

(2S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octan-4-one-1,2,6,8-tetrol (120341-83-5) → (2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol (120341-84-6) + (2S,4R,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol (120341-84-6,120442-14-0,127761-08-4,127761-09-5)

Guidance literature:

With sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; for 2.5h; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)89416-3

Reference yield: 91.0%

(2S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octan-4-one-1,2,6,8-tetrol (120341-83-5) → (2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol (120341-84-6)

Guidance literature:

With lithium aluminium tetrahydride; lithium iodide; In diethyl ether; at -100 ℃; for 1h;

DOI:10.1248/cpb.38.2574

upstream raw materials:

(2S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octan-4-one-1,2,6,8-tetrol

(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

2-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-1,3-dithiane

(2S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-4-(trimethylenedithio)octane-1,2,6,8-tetrol

Downstream raw materials:

((3R,5S)-3,5-Bis-methoxymethoxy-6-(S)-oxiranyl-hexyloxy)-tert-butyl-diphenyl-silane

(4R,6R,8R)-10-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-hydroxy-6,8-bis-methoxymethoxy-decan-2-one

(2R,4R,6R)-8-(tert-Butyl-diphenyl-silanyloxy)-1-[2-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-4,6-bis-methoxymethoxy-octan-2-ol

(2S,4S,6R,8R)-10-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6,8-bis-methoxymethoxy-decane-2,4-diol