(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:365418-15-1
Molecular Formula:C₅₁H₅₆O₉
Molecular Weight:813
Hs Code.:

(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Synonyms:(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 10 articles about (2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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: 58.0%

: 365418-14-0
((2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-acetic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

: 74-95-3
1,1-dibromomethane

: 365418-15-1
(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane; at 60 ℃; for 1h;
DOI:10.1021/ja010641+ DOI:10.1021/jo030039x

Reference yield:

: 102208-53-7
(3R,4R,5R)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene

: 365418-15-1
(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

2: 58 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo030039x

Reference yield:

: 365418-35-5
methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(2-ethanoic acid)-α-D-glucopyranoside

: 365418-15-1
(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxy-8-[2-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

2: 58 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo030039x