Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

Base Information

Chemical Name:Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester
CAS No.:1054314-09-8
Molecular Formula:C₂₆H₄₄O₈SSi
Molecular Weight:544.782
Hs Code.:

Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

Synonyms:Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

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Chemical Property of Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

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Technology Process of Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

There total 6 articles about Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester 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:

: 124-63-0
methanesulfonyl chloride

: 844473-74-1
(1S,2S)-1-[(4R,5R,6R)-5-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-1-(methoxymethoxy)pent-4-en-2-ol

: 1054314-09-8
Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo0483116

Reference yield:

: 677300-65-1
(4R,5R,6R)-5-(tert-butyldimethylsilyloxy)-4-[(1S)-2-(tert-butyldimethylsilyloxy)-1-benzoyloxyethyl]-2,2-dimethyl-6-phenyl-[1,3]dioxane

: 1054314-09-8
Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / K₂CO₃ / methanol / 24 h / 20 °C

2: 85 percent / DIPEA / CH₂Cl₂ / 12 h / Heating

3: 94 percent / HF*pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C

4: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

5: 644 mg / diethyl ether / 1 h / -90 °C

6: Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; oxalyl dichloride; potassium carbonate; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 4: Swern oxidation;
DOI:10.1021/jo0483116

Reference yield:

: 1054634-48-8
(R)-[(4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-acetaldehyde

: 1054314-09-8
Methanesulfonic acid (S)-1-{(R)-[(4R,5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-6-phenyl-[1,3]dioxan-4-yl]-methoxymethoxy-methyl}-but-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 644 mg / diethyl ether / 1 h / -90 °C

2: Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

With dmap; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/jo0483116