(5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

Base Information

Chemical Name:(5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester
CAS No.:204920-08-1
Molecular Formula:C₃₆H₃₈N₂O₈
Molecular Weight:626.706
Hs Code.:

Synonyms:(5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

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Chemical Property of (5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

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Technology Process of (5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

There total 4 articles about (5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl 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: 97.0%

: 108-24-7
acetic anhydride

: 204919-99-3
(5R,6R,7R,8S)-8-Amino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

: 204920-08-1
(5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: In pyridine; at 23 ℃; for 2h;
DOI:10.1002/hlca.19980810303

Reference yield:

: 196412-36-9
(5R,6R,7S,8S)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

: 204920-08-1
(5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 13 percent / trimethylsilyl azide, BF₃*OEt₂ / toluene / 4 h, 23 degC, 15 min, 90 degC

2: 1.) hydrogen; 2.) 4-(dimethylamino)pyridine / 1.) 10percent Pd/C / 1.) AcOEt, MeOH, 1 bar, 24 h, 23 degC; 2.) pyridine, 4 h, 23 degC

With dmap; trimethylsilylazide; boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In toluene;
DOI:10.1002/hlca.19980810303

Reference yield:

: 204919-98-2
(5R,6R,7R,8S)-8-Azido-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

: 204920-08-1
(5R,6R,7R,8S)-8-Acetylamino-6,7-bis-benzyloxy-5-benzyloxymethyl-5,6,7,8-tetrahydro-indolizine-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Et₃N, propane-1,3-dithiol / methanol / 38 h / 23 °C

2: 97 percent / pyridine / 2 h / 23 °C

With 1.3-propanedithiol; triethylamine; In pyridine; methanol;
DOI:10.1002/hlca.19980810303