Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

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Chemical Name:Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester
CAS No.:549505-13-7
Molecular Formula:C₅₁H₇₂O₉S₂Si₂
Molecular Weight:949.43
Hs Code.:

Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

Synonyms:Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

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Chemical Property of Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

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Technology Process of Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

There total 11 articles about Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl 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: 98.0%

: 124-63-0
methanesulfonyl chloride

: 549505-02-4
(2R,3R,8S,9S)-8-Benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-9-methylsulfanylmethoxy-2-triethylsilanyloxy-undec-5-yn-3-ol

: 549505-13-7
Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

Guidance literature:: With dmap; TEA; In dichloromethane;
DOI:10.1016/S0040-4039(03)00432-5

Reference yield:

: 106183-57-7
5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 549505-13-7
Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 81 percent / Ac₂O / acetic acid / 70 °C

2: 87 percent / LiBH₄ / diethyl ether

3: imidazole / dimethylformamide

4: pyridine; DMAP / CH₂Cl₂

5: 78 percent / 1N HCl / methanol; tetrahydrofuran

6: 86 percent / K₂CO₃ / methanol; CH₂Cl₂

7: 51 percent / dimethylsulfoxide; tetrahydrofuran

8: 97 percent / NaH; Bu₄NI / tetrahydrofuran

9: 80 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

10: 98 percent / TEA; DMAP / CH₂Cl₂

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium borohydride; n-butyllithium; TEA; boron trifluoride diethyl etherate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; 9: Yamaguchi method;
DOI:10.1016/S0040-4039(03)00432-5

Reference yield:

: 34371-14-7
2-deoxy-D-ribonolactone

: 549505-13-7
Methanesulfonic acid (1R,6S,7S)-6-benzyloxy-9-(tert-butyl-diphenyl-silanyloxy)-1-[(R)-2-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-ethyl]-7-methylsulfanylmethoxy-non-3-ynyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 70 percent / AgNO₃; pyridine / acetonitrile

2: 81 percent / Ac₂O / acetic acid / 70 °C

3: 87 percent / LiBH₄ / diethyl ether

4: imidazole / dimethylformamide

5: pyridine; DMAP / CH₂Cl₂

6: 78 percent / 1N HCl / methanol; tetrahydrofuran

7: 86 percent / K₂CO₃ / methanol; CH₂Cl₂

8: 51 percent / dimethylsulfoxide; tetrahydrofuran

9: 97 percent / NaH; Bu₄NI / tetrahydrofuran

10: 80 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

11: 98 percent / TEA; DMAP / CH₂Cl₂

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium borohydride; n-butyllithium; TEA; boron trifluoride diethyl etherate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; silver nitrate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 10: Yamaguchi method;
DOI:10.1016/S0040-4039(03)00432-5