benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate

Base Information

• Chemical Name: benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate
• CAS No.: 529484-01-3
• Molecular Formula: C₂₂H₃₀N₂O₈
• Molecular Weight: 450.489

Synonyms:benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate

Chemical Property of benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate

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Technology Process of benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate

There total 1 articles about benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate 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: 99.0%

(3S,6S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3-methyl-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester (175789-29-4) → benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate (529484-01-3)

Guidance literature:

With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone; tert-butyl alcohol; at 40 ℃; for 16h;

DOI:10.1016/S0040-4020(02)01512-0

Reference yield: 90.0%

benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate (529484-01-3) → L-t-butyl pyroglutamate (35418-16-7,85136-12-5) + (2S)-r-2-methylpyrrolidine-t-3,t-4-diol + (2R,3S,4R)-2-Methyl-pyrrolidine-3,4-diol

Guidance literature:

With hydrogen; nickel; In methanol; at 20 ℃; for 3.5h;

DOI:10.1016/S0040-4020(02)01512-0

Reference yield: 89.0%

2,2-dimethoxy-propane (77-76-9) + benzyl (3S)-c-6-[(5'S)-5'-(tert-butyloxycarbonyl)-2'-oxo-pyrrolidin-1'-yl]-t-4,t-5-dihydroxy-r-3-methyl-1,2-oxazinane-2-carboxylate (529484-01-3) → (3aS,4S,7S,7aS)-4-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-2,2,7-trimethyl-tetrahydro-1,3,5-trioxa-6-aza-indene-6-carboxylic acid benzyl ester

Guidance literature:

With Amberlyst-15(H⁺); In acetone; at 40 ℃; for 4h;

DOI:10.1016/S0040-4020(02)01512-0

upstream raw materials:

(3S,6S)-6-((S)-2-tert-Butoxycarbonyl-5-oxo-pyrrolidin-1-yl)-3-methyl-3,6-dihydro-[1,2]oxazine-2-carboxylic acid benzyl ester

Downstream raw materials:

L-t-butyl pyroglutamate

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