Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

Base Information

Chemical Name:Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester
CAS No.:273723-55-0
Molecular Formula:C₂₄H₃₁ClO₇S
Molecular Weight:499.025
Hs Code.:

Synonyms:Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

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Chemical Property of Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

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Technology Process of Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

There total 11 articles about Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl 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:

: Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-trityloxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

: 273723-55-0
Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

Guidance literature:: With hydrogenchloride; In methanol; dichloromethane; at 20 ℃;
DOI:10.3987/com-99-s148

Reference yield:

: 51306-24-2
(S)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propan-1-ol

: 273723-55-0
Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: DMAP / pyridine; CH₂Cl₂ / 20 °C

2: H₂SO₄ / acetic acid / 0 °C

3: 93 percent / TMSOTf / CH₂Cl₂ / 48 h / -15 - 0 °C

4: K₂CO₃ / methanol / 96 h / 20 °C

5: NaH; Bu₄NI / dimethylformamide / 0 °C

6: O₃ / methanol; CH₂Cl₂

7: 2,6-lutidine / CH₂Cl₂ / 20 °C

8: LiAlH₄ / diethyl ether / 0 °C

9: 2,6-lutidine / CH₂Cl₂ / 20 °C

10: HCl / methanol; CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ozone; In pyridine; methanol; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; 1: Acylation / 2: Acetylation / 3: Alkylation / 4: Hydrolysis / 5: Alkylation / 6: Oxidation / 7: Etherification / 8: Reduction / 9: Alkylation / 10: Hydrolysis;
DOI:10.3987/com-99-s148

Reference yield:

: 2,2-Dimethyl-propionic acid (S)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propyl ester

: 273723-55-0
Chloro-methanesulfonic acid (S)-1-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: H₂SO₄ / acetic acid / 0 °C

2: 93 percent / TMSOTf / CH₂Cl₂ / 48 h / -15 - 0 °C

3: K₂CO₃ / methanol / 96 h / 20 °C

4: NaH; Bu₄NI / dimethylformamide / 0 °C

5: O₃ / methanol; CH₂Cl₂

6: 2,6-lutidine / CH₂Cl₂ / 20 °C

7: LiAlH₄ / diethyl ether / 0 °C

8: 2,6-lutidine / CH₂Cl₂ / 20 °C

9: HCl / methanol; CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ozone; In methanol; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; 1: Acetylation / 2: Alkylation / 3: Hydrolysis / 4: Alkylation / 5: Oxidation / 6: Etherification / 7: Reduction / 8: Alkylation / 9: Hydrolysis;
DOI:10.3987/com-99-s148