Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine

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Chemical Name:Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine
CAS No.:161924-80-7
Molecular Formula:C₂₉H₃₈ClNO₆
Molecular Weight:532.077
Hs Code.:

Synonyms:Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine

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Chemical Property of Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine

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Technology Process of Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine

There total 8 articles about Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine 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: 63.0%

: 161924-79-4
(2S,3S)-3-Dibenzylamino-2-methoxy-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propan-1-ol

: 161924-80-7
Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine

Guidance literature:: With pyridine; dmap; methanesulfonyl chloride; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0040-4020(00)00410-5

Reference yield:

: 51549-65-6
N-benzyl-4-[1,2:3,4-di-O-isopropylidene-α-D-galactohexo-1,5-pyranose]methylene-imine

: 161924-80-7
Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / Et₃N / CH₂Cl₂ / -20 - 20 °C

2: 35 percent / NaOMe / 4 h / Heating

3: 80 percent / DMAP / acetonitrile / Heating

4: 94 percent / LiAlH₄

5: 63 percent / methanesulfonyl chloride; DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; sodium methylate; methanesulfonyl chloride; triethylamine; In dichloromethane; acetonitrile; 1: cyclocondensation / 2: Ring cleavage / 3: Substitution / 4: Reduction / 5: Substitution;
DOI:10.1016/S0040-4020(00)00410-5

Reference yield:

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 161924-80-7
Dibenzyl-[(1R,2S)-3-chloro-2-methoxy-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propyl]-amine

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / PCC / CH₂Cl₂ / 20 °C

2: 100 percent

3: 55 percent / Et₃N / CH₂Cl₂ / -20 - 20 °C

4: 35 percent / NaOMe / 4 h / Heating

5: 80 percent / DMAP / acetonitrile / Heating

6: 94 percent / LiAlH₄

7: 63 percent / methanesulfonyl chloride; DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; sodium methylate; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; In dichloromethane; acetonitrile; 1: Oxidation / 2: Condensation / 3: cyclocondensation / 4: Ring cleavage / 5: Substitution / 6: Reduction / 7: Substitution;
DOI:10.1016/S0040-4020(00)00410-5