(S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol

Base Information

• Chemical Name: (S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol
• CAS No.: 152426-89-6
• Molecular Formula: C₃₂H₅₆O₆S₂Si
• Molecular Weight: 629.011

Synonyms:(S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol

Chemical Property of (S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol

There total 19 articles about (S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-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: 92.0%

(2R,6S)-2-Benzyloxymethyl-6-{2-[(S)-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-butyl]-[1,3]dithian-2-ylmethyl}-4,4-dimethoxy-tetrahydro-pyran (152426-88-5) → (S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol (152426-89-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol;

DOI:10.1016/S0040-4039(00)74063-9

Reference yield:

[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-methanol (121352-88-3) → (S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol (152426-89-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / Red-Al / toluene

2: 98 percent / imidazole

3: 98 percent / H₂ / Pd-black / ethanol

4: 92 percent / Swern oxidation

5: 84 percent / MgBr₂*OEt₂ / diethyl ether

6: 1) t-BuLi, HMPA / 1) THF, -78 deg C

7: 92 percent / PPTS / methanol

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium bis(2-methoxyethoxy)aluminium dihydride; magnesium bromide; palladium; In methanol; diethyl ether; ethanol; toluene;

DOI:10.1016/S0040-4039(00)74063-9

Reference yield:

(3S)-1-benzyloxy-2,2-dimethylpentane-3,5-diol (152426-81-8) → (S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol (152426-89-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / imidazole

2: 98 percent / H₂ / Pd-black / ethanol

3: 92 percent / Swern oxidation

4: 84 percent / MgBr₂*OEt₂ / diethyl ether

5: 1) t-BuLi, HMPA / 1) THF, -78 deg C

6: 92 percent / PPTS / methanol

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; magnesium bromide; palladium; In methanol; diethyl ether; ethanol;

DOI:10.1016/S0040-4039(00)74063-9

upstream raw materials:

(2R,6S)-2-Benzyloxymethyl-6-{2-[(S)-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-1,1-dimethyl-butyl]-[1,3]dithian-2-ylmethyl}-4,4-dimethoxy-tetrahydro-pyran

(2S,4'R)-2-(2,2-dimethyl-[1,3]-dioxolan-4-yl)-2,3-dihydro-4H-pyran-4-one

[(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-methanol

(3S)-1-benzyloxy-2,2-dimethylpentane-3,5-diol

Downstream raw materials:

(S)-4-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentanal

(5S,7S)-8-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-7-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-8-methyl-3-oxo-nonanoic acid ethyl ester

{(4R,6R)-6-[(S)-3-[2-((2S,6R)-6-Benzyloxymethyl-4-oxo-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-2-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid ethyl ester

(6R,7S,10R)-4-[(2S,4S)-5-[2-((2S,6R)-6-Benzyloxymethyl-4,4-dimethoxy-tetrahydro-pyran-2-ylmethyl)-[1,3]dithian-2-yl]-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-5-methyl-hexyl]-7-isopropyl-10-methyl-1,5-dioxa-spiro[5.5]undec-3-en-2-one

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