Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester

Base Information

Chemical Name:Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester
CAS No.:124022-29-3
Molecular Formula:C₂₀H₂₇NO₃
Molecular Weight:329.439
Hs Code.:

Synonyms:Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester

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Chemical Property of Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester

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Technology Process of Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester

There total 4 articles about Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl 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: 4.0%

: 124022-28-2
1,5-(diacetoxymethyl)-3-benzyl-9-methylene-3-azabicyclo<3.3.1>nonane

: 113161-31-2
3-benzyl-1,5-(dihydroxymethyl)-9-methylene-3-azabicyclo<3.3.1>nonane

: 124022-29-3
Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester

: 124097-07-0
(-)-(1R,5S)-1-(acetoxymethyl)-3-benzyl-5-hydroxymethyl-9-methylene-3-azabicyclo<3.3.1>nonane

Guidance literature:: With Candida cylindracea lipase-type VII; Celite; In 2,2,4-trimethylpentane; water; at 35 ℃; for 48h; Yield given. Title compound not separated from byproducts;
DOI:10.1021/ja00159a042

Reference yield:

: 113161-31-2
3-benzyl-1,5-(dihydroxymethyl)-9-methylene-3-azabicyclo<3.3.1>nonane

: 124022-29-3
Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1 percent / Candidia cylindracea lipase-type VII / benzene / 11 h / 28 °C

2: Celite, Candida cylindracea lipase-type VII / 2,2,4-trimethyl-pentane; H₂O / 48 h / 35 °C

With Candida cylindracea lipase-type VII; Candidia cylindracea lipase-type VII; Celite; In 2,2,4-trimethylpentane; water; benzene;
DOI:10.1021/ja00159a042

Reference yield:

: 113161-22-1
dimethyl 3-benzyl-9-methylene-3-azabicyclo<3.3.1>nonane-1,5-dicarboxylate

: 124022-29-3
Acetic acid (1S,5R)-3-benzyl-5-hydroxymethyl-9-methylene-3-aza-bicyclo[3.3.1]non-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

2: 1 percent / Candidia cylindracea lipase-type VII / benzene / 11 h / 28 °C

3: Celite, Candida cylindracea lipase-type VII / 2,2,4-trimethyl-pentane; H₂O / 48 h / 35 °C

With lithium aluminium tetrahydride; Candida cylindracea lipase-type VII; Candidia cylindracea lipase-type VII; Celite; In tetrahydrofuran; 2,2,4-trimethylpentane; water; benzene;
DOI:10.1021/ja00159a042