(S)-benzyl N-(chroman-3-yl)carbamate

Base Information

Chemical Name:(S)-benzyl N-(chroman-3-yl)carbamate
CAS No.:1315549-68-8
Molecular Formula:C₁₇H₁₇NO₃
Molecular Weight:283.327
Hs Code.:

Synonyms:(S)-benzyl N-(chroman-3-yl)carbamate

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Chemical Property of (S)-benzyl N-(chroman-3-yl)carbamate

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Technology Process of (S)-benzyl N-(chroman-3-yl)carbamate

There total 3 articles about (S)-benzyl N-(chroman-3-yl)carbamate 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:

: 72487-39-9
C₁₇H₁₅NO₃

: 1315549-68-8
(S)-benzyl N-(chroman-3-yl)carbamate

: (R)-benzyl N-(chroman-3-yl)carbamate

Guidance literature:: With hydrogen; In methanol; at 50 ℃; for 20h; under 37503.8 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol201786q

Reference yield:

: benzyl ((2R)-1-phenoxy-3-(phenylsulfinyl)propan-2-yl)carbamate

: 1315549-68-8
(S)-benzyl N-(chroman-3-yl)carbamate

Guidance literature:: With sodium tetrahydroborate; nickel(II) chloride hexahydrate; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; at 20 ℃; Inert atmosphere;
DOI:10.1021/acs.orglett.9b02520

Reference yield:

: 82611-65-2,159453-24-4
N-benzyloxycarbonyl-S-phenyl-L-cysteine

: 1315549-68-8
(S)-benzyl N-(chroman-3-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol / 24 h / Reflux; Inert atmosphere

1.2: 18 h / 0 - 20 °C / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 24 h / 0 - 20 °C / Inert atmosphere

3.1: sodium periodate / water; methanol / 20 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate; sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol; tetrahydrofuran / 20 °C / Inert atmosphere

With sodium tetrahydroborate; sodium periodate; nickel(II) chloride hexahydrate; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; triphenylphosphine; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/acs.orglett.9b02520