(2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol

Base Information

• Chemical Name: (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol
• CAS No.: 220776-84-1
• Molecular Formula: C₃₈H₅₆O₉Si
• Molecular Weight: 684.943

Synonyms:(2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol

Chemical Property of (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol

Chemical Property:

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Technology Process of (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol

There total 6 articles about (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol 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: 89.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (5R,6R,7S,8R,9S)-5,8-bis-bis(methoxymethoxy)-9-p-methoxybenzyloxy-1,6,7-decanetriol (454474-79-4) → (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol (220776-84-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 18h;

DOI:10.1021/jo020211h

Reference yield: 75.0%

tert-Butyl-((R)-5-{(4S,5R)-5-[(1S,2S)-2-(4-methoxy-benzyloxy)-1-methoxymethoxy-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methoxymethoxy-pentyloxy)-diphenyl-silane (220776-83-0) → (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol (220776-84-1)

Guidance literature:

With acetic acid; In water; Ambient temperature;

DOI:10.1016/S0040-4039(98)02440-X

Reference yield: 73.0%

tert-Butyl-((R)-5-{(4S,5R)-5-[(1S,2S)-2-(4-methoxy-benzyloxy)-1-methoxymethoxy-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methoxymethoxy-pentyloxy)-diphenyl-silane (220776-83-0) → (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol (220776-84-1) + (5R,6R,7S,8R,9S)-5,8-bis-bis(methoxymethoxy)-9-p-methoxybenzyloxy-1,6,7-decanetriol (454474-79-4)

Guidance literature:

With acetic acid; at 20 ℃; for 24h;

DOI:10.1021/jo020211h

upstream raw materials:

tert-Butyl-((R)-5-{(4S,5R)-5-[(1S,2S)-2-(4-methoxy-benzyloxy)-1-methoxymethoxy-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methoxymethoxy-pentyloxy)-diphenyl-silane

tert-butylchlorodiphenylsilane

(5R,6R,7S,8R,9S)-5,8-bis-bis(methoxymethoxy)-9-p-methoxybenzyloxy-1,6,7-decanetriol

(5S,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

Downstream raw materials:

(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-4-decene-2-ol

(2'R,3R,4R,5S)-3-(6'-tert-butyldiphenylsilyloxy-2'-(methoxymethoxy)hexyl)-5-methyltetrahydrofuran-2-one

(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-(phenylselenocarbonyl)oxy-4-decene

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