(2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol

Base Information

Chemical Name:(2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol
CAS No.:161452-68-2
Molecular Formula:C₂₀H₂₅NO₃
Molecular Weight:327.423
Hs Code.:

Synonyms:(2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol

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Chemical Property of (2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol

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Technology Process of (2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol

There total 4 articles about (2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol 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: 96.0%

: 161452-66-0
(2R,3R)-1,4-anhydro-2-azido-5-O-benzyl-3-C-benzyloxymethyl-2,3-dideoxy-D-arabitol

: 161452-68-2
(2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol

Guidance literature:: With hydrogen; Lindlar's catalyst; In methanol; ethyl acetate; Ambient temperature;
DOI:10.1016/S0040-4020(01)81749-X

Reference yield:

: 69827-91-4
3-deoxy-1,2-O-(1-methylethylidene)-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose

: 161452-68-2
(2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol

Guidance literature:: Multi-step reaction with 4 steps

1: 84.5 percent / trimethylsilyl trifluoromethanesulfonate (TMSOTf), Et₃SiH / CH₂Cl₂ / Ambient temperature

2: 98 percent / DMAP, Et₃N / CH₂Cl₂ / Ambient temperature

3: 93 percent / LiN₃ / dimethylformamide / 100 °C

4: 96 percent / H₂ / Lindlar catalyst / methanol; ethyl acetate / Ambient temperature

With triethylsilane; dmap; lithium azide; trimethylsilyl trifluoromethanesulfonate; hydrogen; triethylamine; Lindlar's catalyst; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81749-X

Reference yield:

: 132617-86-8
1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose

: 161452-68-2
(2R,3R)-2-amino-1,4-anhydro-5-O-benzyl-3-C-benzyloxymethyl-2-deoxy-D-arabitol

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / DMAP, Et₃N / CH₂Cl₂ / Ambient temperature

2: 93 percent / LiN₃ / dimethylformamide / 100 °C

3: 96 percent / H₂ / Lindlar catalyst / methanol; ethyl acetate / Ambient temperature

With dmap; lithium azide; hydrogen; triethylamine; Lindlar's catalyst; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81749-X