Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester

Base Information

Chemical Name:Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester
CAS No.:571201-34-8
Molecular Formula:C₄₈H₅₃NO₈
Molecular Weight:771.951
Hs Code.:

Synonyms:Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester

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Chemical Property of Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester

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Technology Process of Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester

There total 1 articles about Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl 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: 54.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 100-39-0
benzyl bromide

: 201737-04-4
6-benzyloxycarbonylaminohexyl β-D-galactopyranoside

: 571201-34-8
Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester

Guidance literature:: benzaldehyde dimethyl acetal; 6-benzyloxycarbonylaminohexyl β-D-galactopyranoside; With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; for 3h;

benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Further stages.;
DOI:10.1002/ejoc.200390184

Reference yield: 73.0%

: 571201-34-8
Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester

: 571201-29-1
Benzyl-[6-((2R,3R,4S,5S,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-hexyl]-carbamic acid benzyl ester

Guidance literature:: With trifluorormethanesulfonic acid; sodium cyanoborohydride; In tetrahydrofuran; at 0 ℃; for 0.25h;
DOI:10.1002/ejoc.200390184

Reference yield:

: 571201-34-8
Benzyl-[6-((4aR,6R,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-hexyl]-carbamic acid benzyl ester

: Benzyl-(6-{(2R,3R,4S,5S,6R)-3,4-bis-benzyloxy-5-[(2S,3R,4S,5S)-4-benzyloxy-5-((R)-1-benzyloxy-ethyl)-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy}-hexyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / NaBH₃CN; TfOH / tetrahydrofuran / 0.25 h / 0 °C

2: 33 percent / NIS; TMSOTf / CH₂Cl₂ / 23 h / 0 - 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200390184