(2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

Base Information

Chemical Name:(2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one
CAS No.:267900-36-7
Molecular Formula:C₃₆H₄₄O₁₀Si
Molecular Weight:664.825
Hs Code.:

(2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

Synonyms:(2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

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Chemical Property of (2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

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Technology Process of (2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

There total 11 articles about (2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one 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: 42.0%

: 61550-02-5
(furan-2-yloxy)-trimethylsilane

: 250346-36-2
(2'R,3'R,5'R)-2-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-4,8-dimethoxy-1-naphthol

: 267900-36-7
(2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

Guidance literature:: (2'R,3'R,5'R)-2-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-4,8-dimethoxy-1-naphthol; With ammonium cerium(IV) nitrate; water; In acetonitrile; at 20 ℃; for 0.0166667h;

(furan-2-yloxy)-trimethylsilane; In acetonitrile; at 0 ℃; for 0.25h; Further stages.;
DOI:10.1039/a909243i

Reference yield:

: 250346-49-7
C₃₂H₄₀O₈Si

: 61550-02-5
(furan-2-yloxy)-trimethylsilane

: 267900-36-7
(2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

Guidance literature:: In water; acetonitrile;
DOI:10.1021/ol991020c

Reference yield:

: 250346-44-2
(2'S,3'R,5'R)-2-[5-(tert-Butyldimethylsilyloxy)-1,3-dihydroxy-2-(phenylmethoxy)hexyl]-4,8-dimethoxy-1-naphthol

: 267900-36-7
(2'R,3'R,5'R)-6-[3-Acetoxy-5-(tert-butyldimethylsilyloxy)-2-(phenylmethoxy)hexanoyl]-9,9a-dihydro-5-hydroxy-4-methoxyfuro[3,2-b]naphtho[2,1-d]furan-8-(6bH)-one

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / manganese dioxide / CH₂Cl₂

2: 41 percent / triethylamine

3: ammonium cerium(IV) nitrate / acetonitrile; H₂O

4: acetonitrile; H₂O

With manganese(IV) oxide; ammonium cerium(IV) nitrate; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1021/ol991020c