methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

Base Information

Chemical Name:methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate
CAS No.:206127-75-5
Molecular Formula:C₂₃H₃₃NO₇
Molecular Weight:435.518
Hs Code.:

Synonyms:methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

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Technology Process of methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

There total 7 articles about methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate 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: 86.0%

: 67-56-1
methanol

: 206127-71-1
isopropyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

: 206127-75-5
methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

Guidance literature:: With lithium methanolate; In tetrahydrofuran; for 2.5h; Heating;
DOI:10.1055/s-1998-1660

Reference yield:

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 206127-75-5
methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / i-PrOK / propan-2-ol; diethyl ether / 0 °C

2: MgI₂ / diethyl ether / 35 °C

3: NaHSO₃, H₂O

4: molecular sieves / propan-2-ol / 24 h / Ambient temperature

5: H₂ / 10percent Pd/C / propan-2-ol / 8 h / 7500.6 Torr

6: 86 percent / MeOLi / tetrahydrofuran / 2.5 h / Heating

With molecular sieve; lithium methanolate; water; hydrogen; potassium isopropoxide; sodium hydrogensulfite; magnesium iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; isopropyl alcohol;
DOI:10.1055/s-1998-1660

Reference yield:

: 3-Iodo-2-oxo-3-((3aR,5S,5aR,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionic acid isopropyl ester

: 206127-75-5
methyl 7-[[(1'S)-1'-phenylethyl]amino]-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-D-glycero-α-D-galactooctopyranuronate

Guidance literature:: Multi-step reaction with 4 steps

1: NaHSO₃, H₂O

2: molecular sieves / propan-2-ol / 24 h / Ambient temperature

3: H₂ / 10percent Pd/C / propan-2-ol / 8 h / 7500.6 Torr

4: 86 percent / MeOLi / tetrahydrofuran / 2.5 h / Heating

With molecular sieve; lithium methanolate; water; hydrogen; sodium hydrogensulfite; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol;
DOI:10.1055/s-1998-1660