1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one

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Chemical Name:1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one
CAS No.:86534-23-8
Molecular Formula:C₂₁H₂₇NO₆
Molecular Weight:389.448
Hs Code.:

Synonyms:1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one

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Chemical Property of 1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one

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Technology Process of 1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one

There total 7 articles about 1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-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: 60.0%

: 86545-49-5
4(R)-acetoxy-1-<5-(benzyloxy)-2,2-dimethylpent-3(E)-en-1yl>-5-hydroxy-2-pyrrolidinone

: 86534-24-9
(+)-1(S)-acetoxy-7(S)-<(benzyloxy)methyl>-6(R)-(2-hydroxyprop-2-yl)-7a(R)-hexahydro-3H-pyrrolizin-3-one

: 86534-23-8
1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one

Guidance literature:: With formic acid; for 25h; Ambient temperature;
DOI:10.1021/jo00202a016

Reference yield: 17.0%

: 64-18-6
formic acid

: 86545-49-5
4(R)-acetoxy-1-<5-(benzyloxy)-2,2-dimethylpent-3(E)-en-1yl>-5-hydroxy-2-pyrrolidinone

: 86534-24-9
(+)-1(S)-acetoxy-7(S)-<(benzyloxy)methyl>-6(R)-(2-hydroxyprop-2-yl)-7a(R)-hexahydro-3H-pyrrolizin-3-one

: 86534-23-8
1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one

Guidance literature:: for 25h; Ambient temperature;
DOI:10.1021/jo00202a016

Reference yield:

: 14189-99-2,24766-96-9,59025-03-5,79814-40-7
(R)-(+)-2-acetoxysuccinic anhydride

: 86534-23-8
1(S)-acetoxy-6(R)-(2-formyloxyprop-2-yl)-7(S)-<(benzyloxy)methyl>-7a(R)-hexahydro-3H-pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: CH₂Cl₂ / 18 h / Ambient temperature

2: acetyl chloride / CH₂Cl₂ / 30 h / 40 °C

3: 83 percent / NaBH₄ / methanol / 0.33 h / -25 °C

4: 60 percent / 25 h / Ambient temperature

With sodium tetrahydroborate; acetyl chloride; In methanol; dichloromethane;
DOI:10.1021/jo00202a016