(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

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Chemical Name:(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde
CAS No.:137664-80-3
Molecular Formula:C₄₃H₇₂O₆S₂Si₂
Molecular Weight:805.344
Hs Code.:

(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

Synonyms:(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

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Chemical Property of (S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

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Technology Process of (S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

There total 10 articles about (S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde 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: 88.0%

: 137664-79-0
(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butan-1-ol

: 137664-80-3
(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(00)93479-8

Reference yield:

: 137664-71-2
2-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-2-methyl-propan-1-ol

: 137664-80-3
(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 °C

2.1: BF₃*Et₂O / CH₂Cl₂ / 0 °C

3.1: 85 percent / TsOH / dimethylformamide

4.1: n-BuLi; HMPA / tetrahydrofuran

4.2: 81 percent / DMPU / tetrahydrofuran / -20 °C

5.1: 95 percent / 2,6-lutidine

6.1: 94 percent / DIBAL / CH₂Cl₂ / -78 - 0 °C

7.1: 87 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; pyridine-SO₃ complex; boron trifluoride diethyl etherate; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Oxidation / 2.1: thioacetalization; deacetalization / 3.1: acetalization / 4.1: Metallation / 4.2: Addition / 5.1: silylation / 6.1: reductive cleavage / 7.1: Oxidation;
DOI:10.1021/ja992134m

Reference yield:

: 137664-74-5
(3R,4S)-1-Benzyloxy-4-(R)-oxiranyl-pentan-3-ol

: 137664-80-3
(S)-3-{2-[(2S,3S,4R)-6-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hexyl]-[1,3]dithian-2-yl}-2-(4-methoxy-benzyloxy)-3-methyl-butyraldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / TMEDA / dimethylformamide

2.1: n-BuLi; HMPA / tetrahydrofuran

2.2: 81 percent / DMPU / tetrahydrofuran / -20 °C

3.1: 95 percent / 2,6-lutidine

4.1: 94 percent / DIBAL / CH₂Cl₂ / -78 - 0 °C

5.1: 87 percent / SO₃*pyridine; DMSO; Et₃N / CH₂Cl₂

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; pyridine-SO₃ complex; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: silylation / 2.1: Metallation / 2.2: Addition / 3.1: silylation / 4.1: reductive cleavage / 5.1: Oxidation;
DOI:10.1021/ja992134m