4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

Base Information

Chemical Name:4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester
CAS No.:313677-55-3
Molecular Formula:C₃₁H₃₅NO₈
Molecular Weight:549.621
Hs Code.:

Synonyms:4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

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Chemical Property of 4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

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Technology Process of 4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

There total 9 articles about 4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl 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: 98.0%

: 313677-40-6
(S)-1-Benzyloxy-6-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-hexan-2-ol

: 62-23-7
4-nitro-benzoic acid

: 313677-55-3
4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

: 124662-63-1
(S)-5-Benzyloxy-4-tert-butyldimethylsiloxy-1-pentyne

: 313677-55-3
4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: n-BuLi; HMPA / tetrahydrofuran / -30 °C

2: TBAF / tetrahydrofuran

3: 78 percent / H₂ / Pd-C / ethyl acetate

4: 98 percent / DEAD; PPh₃ / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; 1: Alkylation / 2: Substitution / 3: Catalytic hydrogenation / 4: Esterification;
DOI:10.1016/S0040-4039(00)01344-7

Reference yield:

: 124662-61-9
(S)-5-Benzyloxy-4-hydroxy-1-pentyne

: 313677-55-3
4-Nitro-benzoic acid (R)-1-benzyloxymethyl-5-[(2S,3S)-3-(4-methoxy-benzyloxymethyl)-oxiranyl]-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / NaH / tetrahydrofuran

2: n-BuLi; HMPA / tetrahydrofuran / -30 °C

3: TBAF / tetrahydrofuran

4: 78 percent / H₂ / Pd-C / ethyl acetate

5: 98 percent / DEAD; PPh₃ / tetrahydrofuran

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; 1: Etherification / 2: Alkylation / 3: Substitution / 4: Catalytic hydrogenation / 5: Esterification;
DOI:10.1016/S0040-4039(00)01344-7