(2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol

Base Information

• Chemical Name: (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol
• CAS No.: 625856-01-1
• Molecular Formula: C₄₇H₈₂O₆S₂Si₃
• Molecular Weight: 891.553

Synonyms:(2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol

Chemical Property of (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol

Chemical Property:

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Safty Information:

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Technology Process of (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol

There total 12 articles about (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-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: 65.0%

tert-butyl(1,3-dithian-2-yl)dimethylsilane (95452-06-5) + (R)-2,2-Dimethyl-4-((S)-2-methyl-oxiranylmethyl)-[1,3]dioxolane (192047-55-5) + (S)-2-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-triethylsilanyloxy-butyl]-oxirane (201868-03-3) → (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol (625856-01-1)

Guidance literature:

tert-butyl(1,3-dithian-2-yl)dimethylsilane; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - -45 ℃; for 1h;

(R)-2,2-Dimethyl-4-((S)-2-methyl-oxiranylmethyl)-[1,3]dioxolane; In diethyl ether; pentane; at -78 - -25 ℃; for 1h;

(S)-2-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-triethylsilanyloxy-butyl]-oxirane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In diethyl ether; pentane; at -78 - 20 ℃; for 2h;

DOI:10.1021/ja0376238

Reference yield: 65.0%

(S)-1-[2-(tert-Butyl-dimethyl-silanyl)-[1,3]dithian-2-yl]-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-2-ol + (S)-2-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-triethylsilanyloxy-butyl]-oxirane (201868-03-3) → (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol (625856-01-1)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; In diethyl ether; -78 deg C -> RT;

DOI:10.1016/S0040-4039(97)10501-9

Reference yield:

triethylsilyl chloride (994-30-9) → (2S,4S)-1-{2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl]-[1,3]dithian-2-yl}-6-(tert-butyl-diphenyl-silanyloxy)-4-triethylsilanyloxy-hexan-2-ol (625856-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / TMEDA / dimethylformamide

2: 65 percent / HMPA / diethyl ether / -78 deg C -> RT

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)10501-9

upstream raw materials:

(S)-2-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-triethylsilanyloxy-butyl]-oxirane

tert-butyl(1,3-dithian-2-yl)dimethylsilane

(R)-2,2-Dimethyl-4-((S)-2-methyl-oxiranylmethyl)-[1,3]dioxolane

triethylsilyl chloride

Downstream raw materials:

Toluene-4-sulfonic acid (2R,4S,6S,8S,10S)-4-(tert-butyl-dimethyl-silanyloxy)-8-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-10-hydroxy-4-methyl-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester

Toluene-4-sulfonic acid (2R,4S,6R,8S,10S)-4-(tert-butyl-dimethyl-silanyloxy)-8-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-10-hydroxy-4-methyl-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester

Toluene-4-sulfonic acid (2R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-5-{2-[(2S,4S)-6-(tert-butyl-diphenyl-silanyloxy)-2,4-dihydroxy-hexyl]-[1,3]dithian-2-yl}-2-hydroxy-4-methyl-pentyl ester

(2R,4S,6R,8S,10S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-iodomethyl-4-methyl-10-triethylsilanyloxy-1,7-dioxa-spiro[5.5]undecane

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