Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

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Chemical Name:Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester
CAS No.:161867-56-7
Molecular Formula:C₂₄H₄₁NO₉SSi
Molecular Weight:547.742
Hs Code.:

Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

Synonyms:Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

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Chemical Property of Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

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Technology Process of Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

There total 4 articles about Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl 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: 91.0%

: 161867-55-6
(S)-Benzyloxycarbonylamino-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methanesulfonyloxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-acetic acid methyl ester

: 161867-56-7
Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/0040-4039(94)88373-4

Reference yield:

: 160147-88-6
methyl 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-D-mannonate

: 161867-56-7
Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / imidazol / dimethylformamide / 0 °C

2: 98 percent / tetrahydrofuran / Ambient temperature

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)88373-4

Reference yield:

: 160147-87-5
methyl 2-benzyloxycarbonylamino-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

: 161867-56-7
Methanesulfonic acid (R)-1-[(4S,5R)-5-((R)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-(tert-butyl-dimethyl-silanyloxy)-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Dowex 50W-X₈ (110 W/Wpercent) / methanol; H₂O / 27 h / Ambient temperature

2: 90 percent / imidazol / dimethylformamide / 0 °C

3: 98 percent / tetrahydrofuran / Ambient temperature

4: 91 percent / LiAlH₄ / tetrahydrofuran / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; Dowex 50W-X₈ (110 W/Wpercent); In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)88373-4