methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate

Base Information

Chemical Name:methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate
CAS No.:438547-27-4
Molecular Formula:C₃₁H₄₅NO₈Si
Molecular Weight:587.786
Hs Code.:

Synonyms:methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate

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Chemical Property of methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate

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Technology Process of methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate

There total 2 articles about methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate 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: 65.0%

: 438547-26-3
methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-benzyloxy-5-nitrobenzoate

: 438547-27-4
methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate

Guidance literature:: With hydrogen; platinum on activated charcoal; In methanol; at 20 ℃; for 52h; under 760 Torr;
DOI:10.1021/jo049862z

Reference yield:

: methyl 3-benzyloxy-4-{2-[(4R,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-hydroxyethyl}-5-nitrobenzoate

: 438547-27-4
methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 9.8 g / pyridine; DMAP / 3 h / 20 °C

2: 65 percent / H₂ / Pt/C / methanol / 52 h / 20 °C / 760 Torr

With pyridine; dmap; hydrogen; platinum on activated charcoal; In methanol;
DOI:10.1021/jo049862z

Reference yield:

: 438547-27-4
methyl 4-{(2R)-2-acetoxy-2-[(4S,5R)-5-(tert-butyldimethylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}-3-amino-5-benzyloxybenzoate

: 438547-29-6
(3aR,11R,11aR)-11-Acetoxy-9-benzyloxy-2,2-dimethyl-5-(2-nitro-benzenesulfonyl)-3a,4,5,10,11,11a-hexahydro-1,3-dioxa-5-aza-benzo[a]cyclopenta[e]cyclooctene-7-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / pyridine / 1 h / 20 °C

2: TBAF / tetrahydrofuran / 41 h / 20 °C

3: 1.15 g / Ph₃P; DEAD / benzene; toluene / 1 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; benzene;
DOI:10.1021/jo049862z